;アルテミシニンは白色結晶粉末であり、メタノール/エタノール/dmso及び他の有機溶媒に溶解でき、複合植物アルテミシンに由来する
ごうせいかいろ 1
1.1
-
2.1
Reagents:
Potassium hydroxide
,
Borate(1-), tetrahydro-t4-, sodium
リファレンス
Biosynthesis of arteannuin. II. Chemical synthesis of the precursors [15-2H]- and [15-3H]-arteannuic acid
Xia, Zhiqiang; et al,
Huaxue Xuebao,
1991,
49(12),
1514-17
ごうせいかいろ 2
1.1
Catalysts:
Cytochrome P450
Solvents:
Water
リファレンス
A chicory cytochrome P450 mono-oxygenase CYP71AV8 for the oxidation of (+)-valencene
Cankar, Katarina; et al,
FEBS Letters,
2011,
585(1),
178-182
ごうせいかいろ 3
1.1
Reagents:
Sodium hydroxide
Solvents:
Water
;
overnight, 60 °C
1.2
Reagents:
Oxalyl chloride
Solvents:
Dimethylformamide
,
Dichloromethane
;
0 °C; 1 h, 0 °C; 0 °C → 25 °C; 4 h, 25 °C
1.3
Reagents:
Lithium bromide
Solvents:
Tetrahydrofuran
;
-78 °C; 1 h, -78 °C; -78 °C → 25 °C; overnight, 25 °C
1.4
Reagents:
Lithium iodide
;
48 h, 25 °C
1.5
Reagents:
Ammonium chloride
Solvents:
Water
;
0 °C
2.1
Reagents:
Sodium bicarbonate
,
Dess-Martin periodinane
Solvents:
Dichloromethane
;
3 h, 0 °C
2.2
Reagents:
Sodium thiosulfate
Solvents:
Water
2.3
Reagents:
2-Methyl-2-butene
,
Monosodium phosphate
,
Sodium chlorite
Solvents:
tert-Butanol
,
Water
;
25 °C; 2 h, 25 °C
リファレンス
An enantioselective ambimodal cross-Diels-Alder reaction and applications in synthesis
Xu, Meng-Meng; et al,
Nature Catalysis,
2021,
4(10),
892-900
ごうせいかいろ 4
1.1
Reagents:
Potassium hydroxide
リファレンス
Biosynthesis of arteannuin. II. Chemical synthesis of the precursors [15-2H]- and [15-3H]-arteannuic acid
Xia, Zhiqiang; et al,
Huaxue Xuebao,
1991,
49(12),
1514-17
ごうせいかいろ 5
1.1
Reagents:
Oxygen
,
Hydrazine hydrate (1:1)
Solvents:
1-Propanol
;
25 min, 100 °C
リファレンス
Continuous Flow Reduction of Artemisinic Acid Utilizing Multi-Injection Strategies-Closing the Gap Towards a Fully Continuous Synthesis of Antimalarial Drugs
Pieber, Bartholomaeus; et al,
Chemistry - A European Journal,
2015,
21(11),
4368-4376
ごうせいかいろ 6
1.1
Reagents:
Lithium bromide
Solvents:
Tetrahydrofuran
;
-78 °C; 1 h, -78 °C; -78 °C → 25 °C; overnight, 25 °C
1.2
Reagents:
Lithium iodide
;
48 h, 25 °C
1.3
Reagents:
Ammonium chloride
Solvents:
Water
;
0 °C
2.1
Reagents:
Sodium bicarbonate
,
Dess-Martin periodinane
Solvents:
Dichloromethane
;
3 h, 0 °C
2.2
Reagents:
Sodium thiosulfate
Solvents:
Water
2.3
Reagents:
2-Methyl-2-butene
,
Monosodium phosphate
,
Sodium chlorite
Solvents:
tert-Butanol
,
Water
;
25 °C; 2 h, 25 °C
リファレンス
An enantioselective ambimodal cross-Diels-Alder reaction and applications in synthesis
Xu, Meng-Meng; et al,
Nature Catalysis,
2021,
4(10),
892-900
ごうせいかいろ 7
1.1
Reagents:
Butyllithium
,
Potassium tert-butoxide
Solvents:
Tetrahydrofuran
,
Hexane
;
-78 °C; 15 min, -78 °C
1.2
Reagents:
2,2,6,6-Tetramethylpiperidine
;
-78 °C; 15 min, -78 °C
1.3
1 h, -78 °C
1.4
Reagents:
Triisopropyl borate
;
30 min, -78 °C → rt
1.5
Reagents:
Hydrogen peroxide
Solvents:
Water
;
< 30 °C; 30 min, < 30 °C
2.1
Reagents:
Oxygen
Catalysts:
2,2′-Bipyridine
,
4-(Dimethylamino)pyridine
,
Tempo
,
Copper bromide (CuBr)
Solvents:
Acetonitrile
;
1 h, 23 °C
2.2
Reagents:
2-Methyl-2-butene
,
Monosodium phosphate
,
Sodium chlorite
Solvents:
tert-Butanol
;
23 °C; 23 h, 23 °C
2.3
Reagents:
Sodium sulfite
Solvents:
Water
;
5 min, 23 °C
リファレンス
Site-Selective Functionalization of Unactivated Allylic C-H Bonds via Direct Deprotonation with KTMP: Application to the Formal Total Synthesis of (+)-Artemisinin from Amorphadiene
Clanton, Nicholas A.
; et al,
Organic Letters,
2023,
25(1),
277-281
ごうせいかいろ 8
1.1
Reagents:
Sodium bicarbonate
,
Dess-Martin periodinane
Solvents:
Dichloromethane
;
3 h, 0 °C
1.2
Reagents:
Sodium thiosulfate
Solvents:
Water
1.3
Reagents:
2-Methyl-2-butene
,
Monosodium phosphate
,
Sodium chlorite
Solvents:
tert-Butanol
,
Water
;
25 °C; 2 h, 25 °C
リファレンス
An enantioselective ambimodal cross-Diels-Alder reaction and applications in synthesis
Xu, Meng-Meng; et al,
Nature Catalysis,
2021,
4(10),
892-900
ごうせいかいろ 9
1.1
Reagents:
Oxygen
Catalysts:
2,2′-Bipyridine
,
4-(Dimethylamino)pyridine
,
Tempo
,
Copper bromide (CuBr)
Solvents:
Acetonitrile
;
1 h, 23 °C
1.2
Reagents:
2-Methyl-2-butene
,
Monosodium phosphate
,
Sodium chlorite
Solvents:
tert-Butanol
;
23 °C; 23 h, 23 °C
1.3
Reagents:
Sodium sulfite
Solvents:
Water
;
5 min, 23 °C
リファレンス
Site-Selective Functionalization of Unactivated Allylic C-H Bonds via Direct Deprotonation with KTMP: Application to the Formal Total Synthesis of (+)-Artemisinin from Amorphadiene
Clanton, Nicholas A.
; et al,
Organic Letters,
2023,
25(1),
277-281
ごうせいかいろ 10
1.1
Reagents:
2-Methyl-2-butene
,
Monosodium phosphate
,
Sodium chlorite
Solvents:
tert-Butanol
,
Water
;
25 °C; 2 h, 25 °C
リファレンス
An enantioselective ambimodal cross-Diels-Alder reaction and applications in synthesis
Xu, Meng-Meng; et al,
Nature Catalysis,
2021,
4(10),
892-900
ごうせいかいろ 11
1.1
Solvents:
Water
;
120 h, 30 °C
リファレンス
Production of the antimalarial drug precursor artemisinic acid in engineered yeast
Ro, Dae-Kyun; et al,
Nature (London,
2006,
440(7086),
940-943
ごうせいかいろ 12
1.1
Reagents:
Potassium hydroxide
,
Borate(1-), tetrahydro-t4-, sodium
リファレンス
Biosynthesis of arteannuin. II. Chemical synthesis of the precursors [15-2H]- and [15-3H]-arteannuic acid
Xia, Zhiqiang; et al,
Huaxue Xuebao,
1991,
49(12),
1514-17