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Pseudolaric Acid A | 82508-32-5

82508-32-5
Produktname:Pseudolaric Acid A
CAS-Nr.:82508-32-5
MF:C22H28O6
MW:388.454127311707
MDL:MFCD31560788
CID:823208
PubChem ID:5195969
Einleitung
Pseudolarsäure A ist eine aus Pseudolarix kaempferi isolierte Diterpensäure, die antimykotische, zytotoxische und antifertile Wirkungen hat
Namen und Kennungen
  • Pseudolaric Acid A
  • (2E,4E)-5-[(3R,4S,4aS,9aR)-4a-(acetyloxy)-3,7-dimethyl-1-oxo-3,4,4a,5,6,9-hexahydro-4,9a-ethanocyclohepta[c]pyran-3(1H)-yl]-2-methylpenta-2,4-dienoic acid
  • 2,4-Pentadienoic acid, 5-(4a-(acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta(c)pyran-3-yl)-2-methyl-(3alpha(2E,4E),4alpha,4aalpha,9aalpha)-(-)-
  • PseudolaricAcid?A
  • (2E,4E)-5-[(3R,4S,4aS,9aR)-4a-(Acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-2,4-pentadienoic acid
  • (2E,4E)-5-[(3R,4S,4aS,9aR)-4a-(Acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-2,4-pentadienoic acid (ACI)
  • 1H-4,9a-Ethanocyclohepta[c]pyran, 2,4-pentadienoic acid deriv. (ZCI)
  • 2,4-Pentadienoic acid, 5-[4a-(acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta[c]pyran-3-yl]-2-methyl-, [3α(2E,4E),4α,4aα,9aα]-(-)- (ZCI)
  • NSC 615487
  • Pseudolaric acid A
  • AC-34803
  • CHEMBL222473
  • 2,4-Pentadienoic acid, 5-(4a-(acetyloxy)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta(c)pyran-3-yl)-2-methyl-, (3alpha(2E,4E),4alpha,4aalpha,9aalpha)-(-)-
  • 82508-32-5
  • 2,4-Pentadienoic acid, 5-(4a-(acetyloxyl)-3,4,4a,5,6,9-hexahydro-3,7-dimethyl-1-oxo-1H-4,9a-ethanocyclohepta(c)pyran-3-yl)-2-methyl-, (3-alpha(2E,4E),4-alpha,9a-alpha)-(-)-
  • Pseudolaric-acid
  • NSC615487
  • DTXSID501033697
  • HY-N0673
  • AKOS015897139
  • CS-0009705
  • (2E,4E)-5-[(1R,7S,8S,9R)-7-acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoic acid
  • (2E,4E)-5-[(1R,7R,8S,9S)-7-acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl]-2-methylpenta-2,4-dienoic acid
  • AS-83274
  • Q-100842
  • 5-(7-Acetyloxy-4,9-dimethyl-11-oxo-10-oxatricyclo[6.3.2.01,7]tridec-3-en-9-yl)-2-methylpenta-2,4-dienoic acid
  • Peseudolaric Acid A
  • MDL:MFCD31560788
  • InChIKey:GOHMRMDXUXWCDQ-MPVZDDSSSA-N
  • Inchi:1S/C22H28O6/c1-14-7-11-21-12-9-17(22(21,13-8-14)27-16(3)23)20(4,28-19(21)26)10-5-6-15(2)18(24)25/h5-7,10,17H,8-9,11-13H2,1-4H3,(H,24,25)/b10-5+,15-6+/t17-,20+,21+,22-/m0/s1
  • SMILES:O([C@]12CCC(C)=CC[C@@]31CC[C@H]2[C@@](C)(/C=C/C=C(\C)/C(=O)O)OC3=O)C(=O)C

Chemische und physikalische Eigenschaften

Berechnete Eigenschaften

  • Genaue Masse: 388.5g/mol
  • Oberflächenladung: 0
  • XLogP3: 2.7
  • Anzahl der Spender von Wasserstoffbindungen: 1
  • Anzahl der Akzeptoren für Wasserstoffbindungen: 6
  • Anzahl drehbarer Bindungen: 5
  • Monoisotopenmasse: 388.188589g/mol
  • Monoisotopenmasse: 388.188589g/mol
  • Topologische Polaroberfläche: 89.9Ų
  • Schwere Atomanzahl: 28
  • Komplexität: 806
  • Isotopenatomanzahl: 0
  • Definierte Atom-Stereozentrenzahl: 4
  • Undefined Atom Stereocenter Count: 0
  • Definierter Bond-Stereozentrenzahl: 2
  • Undefined Bond Stereocenter Count: 0
  • Anzahl kovalent gebundener Einheiten: 1

Experimentelle Eigenschaften

  • LogP: 3.71750
  • PSA: 89.90000
  • Brechungsindex: 1.4450 (estimate)
  • Siedepunkt: 434.16°C (rough estimate)
  • Schmelzpunkt: 206-207 ºC
  • Farbe/Form: Powder
  • Dichte: 1.23

Synthetische Schaltung

Synthetische Schaltung 1

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
2.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
2.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
2.3 Reagents: Ammonium chloride Solvents: Water
3.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
3.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
3.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
3.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
4.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 2

Reaktionsbedingungen + Erweitern Sie

1.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
1.2 Reagents: Sodium bicarbonate ;  10 min, rt
2.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
3.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
3.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
3.3 Reagents: Ammonium chloride Solvents: Water
4.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
4.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
4.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
4.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
5.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 3

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: 2,6-Lutidine Solvents: Dichloromethane ;  30 min, rt
2.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  3 h, 0 °C
2.2 Reagents: Potassium sodium tartrate Solvents: Water
2.3 Reagents: Sulfuric acid Solvents: Water ;  pH 4
2.4 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  2 h, rt
2.5 Reagents: Ammonium chloride Solvents: Water
2.6 Catalysts: p-Toluenesulfonic acid ;  1 h, rt
2.7 Reagents: Ammonium chloride Solvents: Water
3.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ;  6 h, rt
4.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, rt
4.2 Reagents: Ammonium chloride Solvents: Water
5.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
5.2 Solvents: Dichloromethane ;  30 min, -78 °C
5.3 Reagents: Triethylamine ;  10 min, -78 °C
5.4 Reagents: Water
6.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
7.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
7.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
8.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
9.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
9.2 Reagents: Ammonium chloride Solvents: Water
10.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
10.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
11.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
12.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
13.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
13.2 Reagents: Sodium bicarbonate ;  10 min, rt
14.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
15.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
15.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
15.3 Reagents: Ammonium chloride Solvents: Water
16.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
16.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
16.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
16.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
17.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 4

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
2.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
3.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
3.2 Reagents: Sodium bicarbonate ;  10 min, rt
4.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
5.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
5.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
5.3 Reagents: Ammonium chloride Solvents: Water
6.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
6.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
6.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
6.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
7.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 5

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
1.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
2.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
3.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
3.2 Reagents: Ammonium chloride Solvents: Water
4.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
4.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
5.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
6.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
7.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
7.2 Reagents: Sodium bicarbonate ;  10 min, rt
8.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
9.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
9.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
9.3 Reagents: Ammonium chloride Solvents: Water
10.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
10.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
10.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
10.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
11.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 6

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  1 h, -78 °C
1.2 Reagents: Triethylsilyl chloride ;  2 h, -78 °C → rt
1.3 Catalysts: Copper(II) triflate ,  2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane Solvents: Dichloromethane ;  4 h, rt; rt → -78 °C
1.4 Solvents: Dichloromethane ;  15 h, -78 °C
1.5 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  1 h
2.1 Reagents: 2,6-Lutidine Solvents: Dichloromethane ;  30 min, rt
3.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  3 h, 0 °C
3.2 Reagents: Potassium sodium tartrate Solvents: Water
3.3 Reagents: Sulfuric acid Solvents: Water ;  pH 4
3.4 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  2 h, rt
3.5 Reagents: Ammonium chloride Solvents: Water
3.6 Catalysts: p-Toluenesulfonic acid ;  1 h, rt
3.7 Reagents: Ammonium chloride Solvents: Water
4.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ;  6 h, rt
5.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, rt
5.2 Reagents: Ammonium chloride Solvents: Water
6.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
6.2 Solvents: Dichloromethane ;  30 min, -78 °C
6.3 Reagents: Triethylamine ;  10 min, -78 °C
6.4 Reagents: Water
7.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
8.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
8.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
9.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
10.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
10.2 Reagents: Ammonium chloride Solvents: Water
11.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
11.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
12.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
13.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
14.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
14.2 Reagents: Sodium bicarbonate ;  10 min, rt
15.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
16.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
16.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
16.3 Reagents: Ammonium chloride Solvents: Water
17.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
17.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
17.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
17.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
18.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 7

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
2.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
2.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
3.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
4.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
4.2 Reagents: Ammonium chloride Solvents: Water
5.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
5.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
6.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
7.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
8.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
8.2 Reagents: Sodium bicarbonate ;  10 min, rt
9.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
10.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
10.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
10.3 Reagents: Ammonium chloride Solvents: Water
11.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
11.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
11.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
11.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
12.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 8

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
1.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
2.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
3.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
4.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
4.2 Reagents: Sodium bicarbonate ;  10 min, rt
5.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
6.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
6.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
6.3 Reagents: Ammonium chloride Solvents: Water
7.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
7.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
7.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
7.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
8.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 9

Reaktionsbedingungen + Erweitern Sie

1.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, rt
1.2 Reagents: Ammonium chloride Solvents: Water
2.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
2.2 Solvents: Dichloromethane ;  30 min, -78 °C
2.3 Reagents: Triethylamine ;  10 min, -78 °C
2.4 Reagents: Water
3.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
4.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
4.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
5.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
6.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
6.2 Reagents: Ammonium chloride Solvents: Water
7.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
7.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
8.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
9.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
10.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
10.2 Reagents: Sodium bicarbonate ;  10 min, rt
11.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
12.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
12.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
12.3 Reagents: Ammonium chloride Solvents: Water
13.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
13.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
13.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
13.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
14.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 10

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Dicyclohexylcarbodiimide Catalysts: 4-(Dimethylamino)pyridine Solvents: Dichloromethane ;  5 min, 0 °C; 3 h, rt
2.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ,  Hexane ;  1 h, -78 °C
2.2 Reagents: Triethylsilyl chloride ;  2 h, -78 °C → rt
2.3 Catalysts: Copper(II) triflate ,  2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane Solvents: Dichloromethane ;  4 h, rt; rt → -78 °C
2.4 Solvents: Dichloromethane ;  15 h, -78 °C
2.5 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  1 h
3.1 Reagents: 2,6-Lutidine Solvents: Dichloromethane ;  30 min, rt
4.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  3 h, 0 °C
4.2 Reagents: Potassium sodium tartrate Solvents: Water
4.3 Reagents: Sulfuric acid Solvents: Water ;  pH 4
4.4 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  2 h, rt
4.5 Reagents: Ammonium chloride Solvents: Water
4.6 Catalysts: p-Toluenesulfonic acid ;  1 h, rt
4.7 Reagents: Ammonium chloride Solvents: Water
5.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ;  6 h, rt
6.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, rt
6.2 Reagents: Ammonium chloride Solvents: Water
7.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
7.2 Solvents: Dichloromethane ;  30 min, -78 °C
7.3 Reagents: Triethylamine ;  10 min, -78 °C
7.4 Reagents: Water
8.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
9.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
9.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
10.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
11.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
11.2 Reagents: Ammonium chloride Solvents: Water
12.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
12.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
13.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
14.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
15.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
15.2 Reagents: Sodium bicarbonate ;  10 min, rt
16.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
17.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
17.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
17.3 Reagents: Ammonium chloride Solvents: Water
18.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
18.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
18.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
18.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
19.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 11

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
1.2 Solvents: Dichloromethane ;  30 min, -78 °C
1.3 Reagents: Triethylamine ;  10 min, -78 °C
1.4 Reagents: Water
2.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
3.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
3.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
4.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
5.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
5.2 Reagents: Ammonium chloride Solvents: Water
6.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
6.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
7.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
8.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
9.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
9.2 Reagents: Sodium bicarbonate ;  10 min, rt
10.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
11.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
11.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
11.3 Reagents: Ammonium chloride Solvents: Water
12.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
12.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
12.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
12.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
13.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 12

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
2.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
2.2 Reagents: Sodium bicarbonate ;  10 min, rt
3.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
4.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
4.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
4.3 Reagents: Ammonium chloride Solvents: Water
5.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
5.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
5.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
5.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
6.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 13

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
1.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
1.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
2.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 14

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
1.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
1.3 Reagents: Ammonium chloride Solvents: Water
2.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
2.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
2.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
2.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
3.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 15

Reaktionsbedingungen + Erweitern Sie

1.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
1.2 Reagents: Ammonium chloride Solvents: Water
2.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
2.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
3.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
4.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
5.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
5.2 Reagents: Sodium bicarbonate ;  10 min, rt
6.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
7.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
7.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
7.3 Reagents: Ammonium chloride Solvents: Water
8.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
8.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
8.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
8.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
9.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 16

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 17

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ;  3 h, 0 °C
1.2 Reagents: Potassium sodium tartrate Solvents: Water
1.3 Reagents: Sulfuric acid Solvents: Water ;  pH 4
1.4 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran ;  2 h, rt
1.5 Reagents: Ammonium chloride Solvents: Water
1.6 Catalysts: p-Toluenesulfonic acid ;  1 h, rt
1.7 Reagents: Ammonium chloride Solvents: Water
2.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ;  6 h, rt
3.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, rt
3.2 Reagents: Ammonium chloride Solvents: Water
4.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
4.2 Solvents: Dichloromethane ;  30 min, -78 °C
4.3 Reagents: Triethylamine ;  10 min, -78 °C
4.4 Reagents: Water
5.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
6.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
6.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
7.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
8.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
8.2 Reagents: Ammonium chloride Solvents: Water
9.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
9.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
10.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
11.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
12.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
12.2 Reagents: Sodium bicarbonate ;  10 min, rt
13.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
14.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
14.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
14.3 Reagents: Ammonium chloride Solvents: Water
15.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
15.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
15.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
15.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
16.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 18

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
2.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
2.2 Reagents: Ammonium chloride Solvents: Water
3.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
3.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
4.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
5.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
6.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
6.2 Reagents: Sodium bicarbonate ;  10 min, rt
7.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
8.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
8.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
8.3 Reagents: Ammonium chloride Solvents: Water
9.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
9.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
9.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
9.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
10.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

Synthetische Schaltung 19

Reaktionsbedingungen + Erweitern Sie

1.1 Reagents: Dipyridinium dichromate Solvents: Dichloromethane ;  6 h, rt
2.1 Solvents: Tetrahydrofuran ;  0 °C; 1 h, rt
2.2 Reagents: Ammonium chloride Solvents: Water
3.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  20 min, -78 °C
3.2 Solvents: Dichloromethane ;  30 min, -78 °C
3.3 Reagents: Triethylamine ;  10 min, -78 °C
3.4 Reagents: Water
4.1 Reagents: 2-Methyl-2-butene ,  Monosodium phosphate ,  Sodium chlorite Solvents: tert-Butanol ,  Water ;  rt; 2 h, rt
5.1 Reagents: Triethylamine ,  Isobutyl chloroformate Solvents: Diethyl ether ,  Tetrahydrofuran ;  30 min, -20 °C; -20 °C → 0 °C
5.2 Solvents: Diethyl ether ;  0 °C; 3 h, rt
6.1 Reagents: (Trifluoromethyl)benzene Catalysts: Rhodium, tetrakis[μ-[(αS)-1,3-dihydro-α-(1-methylethyl)-1,3-dioxo-2H-benz[f]isoi… ;  3 h, -40 °C
7.1 Solvents: Tetrahydrofuran ;  1 h, -20 °C
7.2 Reagents: Ammonium chloride Solvents: Water
8.1 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone ,  Thionyl chloride ;  0 °C; 0.5 h, rt
8.2 Reagents: Sodium Solvents: Diethyl ether ;  12 h, reflux
9.1 Reagents: 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone Solvents: Dichloromethane ,  Water ;  2 h, rt
10.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
11.1 Catalysts: Camphorsulfonic acid Solvents: Methanol ;  1 h, rt
11.2 Reagents: Sodium bicarbonate ;  10 min, rt
12.1 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
13.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C
13.2 Solvents: Tetrahydrofuran ;  5 h, 0 °C → rt
13.3 Reagents: Ammonium chloride Solvents: Water
14.1 Reagents: Acetic acid Solvents: Water ;  0.5 h, 60 °C; 60 °C → rt
14.2 Reagents: Sodium bicarbonate Solvents: Water ;  pH 7
14.3 Reagents: Dess-Martin periodinane Solvents: Dichloromethane ;  1 h, rt
14.4 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  7 h, rt
15.1 Reagents: 4-(Dimethylamino)pyridine ;  8 h, rt

Referenz

Total synthesis of pseudolaric acid A
Geng, Zhe; et al, Angewandte Chemie, 2006, 45(37), 6197-6201

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CS-0009705-5mg 99.65% In-stock 5mg $269.0/ ¥1,953.80 26 Apr. 2022
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Nein. Reinheit Lagerbestand Spezifikation Preis Aktualisierungszeit arbeiten
BZP0981-20mg HPLC≥98% 现货 HPLC≥98% 询价 04 Jul. 2021
Marke:aaron Lieferant:Aaron
Nein. Reinheit Lagerbestand Spezifikation Preis Aktualisierungszeit arbeiten
AR00G3ZE-10mg In China Stock 10mg $228.00/ ¥1,656.01 14 Dec. 2023
Marke:trc Lieferant:TRC
Nein. Reinheit Lagerbestand Spezifikation Preis Aktualisierungszeit arbeiten
P839495-100mg 0.0 100mg $930.00/ ¥6,754.78 17 May. 2023
P839495-50mg 0.0 50mg $523.00/ ¥3,798.65 17 May. 2023
P839495-25mg 0.0 25mg $316.00/ ¥2,295.17 17 May. 2023
P839495-10mg 0.0 10mg $155.00/ ¥1,125.80 17 May. 2023
P839495-5mg 0.0 5mg $110.00/ ¥798.95 17 May. 2023
P839495-1mg 0.0 1mg $64.00/ ¥464.84 17 May. 2023
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