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Dideoxyguanosine | 85326-06-3

제품 이름:Dideoxyguanosine

CAS 번호:85326-06-3
MF:C10H13N5O3
메가와트:251.241921186447
MDL:MFCD00057074
CID:60865
이름 및 식별자
  • 2-Amino-9-((2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-purin-6(9H)-one
  • 2-Amino-9-[5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
  • 2',3'-Dideoxyguanosine
  • 2-amino-9-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
  • Guanosine, 2',3'-dideoxy-
  • Dideoxyguanosine
  • ddGuo
  • 2',3'-Didioxyguanosine
  • NSC619072
  • 2-amino-9-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-1H-purin-6-one
  • deoxy-deoxy-guanosine
  • 2', 3'-Dideoxyguanosine
  • 2'',3''-Dideoxyguanosine
  • 3234AC
  • AX8012129
  • 2′,3′-Dideoxyguanosine (ACI)
  • MDL:MFCD00057074
  • InChIKey:OCLZPNCLRLDXJC-NTSWFWBYSA-N
  • Inchi:1S/C10H13N5O3/c11-10-13-8-7(9(17)14-10)12-4-15(8)6-2-1-5(3-16)18-6/h4-6,16H,1-3H2,(H3,11,13,14,17)/t5-,6+/m0/s1
  • SMILES:O=C1N=C(N)NC2N([C@H]3CC[C@@H](CO)O3)C=NC1=2
화학적 및 물리적 성질

계산된 속성

  • 정밀분자량: 251.10200
  • 수소 결합 공급체 수량: 3
  • 수소 결합 수용체 수량: 5
  • 회전 가능한 화학 키 수량: 2
  • 중원자 수량: 18
  • 복잡도: 388
  • 동위원소 원자 수량: 0
  • 원자 구조의 중심 수량을 확정하다.: 2
  • 불확정 원자 입체 중심 수량: 0
  • 화학 키 입체 구조의 중심 수량을 확정하다.: 0
  • 불확정 화학 키 입체 중심 수량: 0
  • 총 키 단위 수량: 1
  • 소수점 매개변수 계산 참조값(XlogP): -0.9
  • 상호 변형 이기종 수량: 9
  • 표면전하: 0
  • 토폴로지 분자 극성 표면적: 115

실험적 성질

  • LogP: -0.04710
  • PSA: 119.05000
  • 비등점: 632.1°C at 760 mmHg
보안 정보
  • WGK 독일:3
  • 보안 지침:24/25
합성회로

합성회로 1

반응 조건
1.1 Reagents: 2-(Acetyloxy)-2-methylpropanoyl bromide Solvents: Acetonitrile ,  Water ;  1 h, rt
1.2 Reagents: Zinc alloy, base, Zn,Cu ;  10 min, rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  rt
참조
Crystal structure of metacavir ethanol solvent compound
Liu, Cai-lian; et al, Huaxue Shiji, 2013, 35(1), 52-54

합성회로 2

반응 조건
1.1 -
2.1 Solvents: Acetonitrile ;  10 min, -45 °C; 1 h, cooled; 20 h, rt
3.1 Reagents: Zinc Solvents: Dimethylformamide ;  1 h, rt
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ;  12 h, 0.4 MPa, rt
5.1 Reagents: Methylamine Solvents: Methanol ;  5 h, rt
참조
Synthesis and Anti-HIV Activity of a Series of 6-Modified 2',3'-dideoxyguanosine and 2',3'-didehydro-2',3'-dideoxyguanosine Analogs
Xie, Lujia; et al, Chinese Journal of Chemistry, 2013, 31(9), 1207-1218

합성회로 3

반응 조건
1.1 Reagents: Hexamethyldisilazane Solvents: Dimethylformamide
1.2 Solvents: Pyridine
1.3 Reagents: Methanol
2.1 Reagents: Imidazole Solvents: Dimethylformamide
3.1 Solvents: Dimethylformamide
4.1 Reagents: 1,3-Dimethyl-2-phenyl-1,3,2-diazaphospholidine
5.1 Reagents: Tetrabutylammonium fluoride Solvents: Tetrahydrofuran
6.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
7.1 Reagents: Ammonia Solvents: Methanol
참조
General syntheses of 2',3'-dideoxynucleosides and 2',3'-didehydro-2',3'-dideoxynucleosides
Chu, C. K.; et al, Journal of Organic Chemistry, 1989, 54(9), 2217-25

합성회로 4

반응 조건
1.1 Reagents: Pyridine ,  Tetrabutylammonium fluoride Solvents: Tetrahydrofuran
참조
Synthesis and 1H and 13C NMR spectral characteristics of 8-bromo-2',3'-dideoxyguanosine and 8-bromo-2',3'-dideoxyinosine
Zeidler, Joanna; et al, Nucleosides & Nucleotides, 1996, 15(5), 1077-1095

합성회로 5

반응 조건
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ;  12 h, 0.4 MPa, rt
2.1 Reagents: Methylamine Solvents: Methanol ;  5 h, rt
참조
Synthesis and Anti-HIV Activity of a Series of 6-Modified 2',3'-dideoxyguanosine and 2',3'-didehydro-2',3'-dideoxyguanosine Analogs
Xie, Lujia; et al, Chinese Journal of Chemistry, 2013, 31(9), 1207-1218

합성회로 6

반응 조건
1.1 -
2.1 Catalysts: Adenosine deaminase Solvents: Water
참조
Enzymic synthesis of 2',3'-dideoxyguanosine
Nair, Vasu; et al, Synlett, 1991, (10), 753-4

합성회로 7

반응 조건
1.1 Reagents: Azobisisobutyronitrile ,  Tributylstannane Solvents: 1,4-Dioxane
2.1 Reagents: Pyridine ,  Tetrabutylammonium fluoride Solvents: Tetrahydrofuran
참조
Synthesis and 1H and 13C NMR spectral characteristics of 8-bromo-2',3'-dideoxyguanosine and 8-bromo-2',3'-dideoxyinosine
Zeidler, Joanna; et al, Nucleosides & Nucleotides, 1996, 15(5), 1077-1095

합성회로 8

반응 조건
1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  rt
참조
Crystal structure of metacavir ethanol solvent compound
Liu, Cai-lian; et al, Huaxue Shiji, 2013, 35(1), 52-54

합성회로 9

반응 조건
1.1 -
2.1 -
3.1 Catalysts: Adenosine deaminase Solvents: Water
참조
Enzymic synthesis of 2',3'-dideoxyguanosine
Nair, Vasu; et al, Synlett, 1991, (10), 753-4

합성회로 10

반응 조건
1.1 Catalysts: Adenosine deaminase ;  48 h
참조
Coupled biocatalysts applied to the synthesis of nucleosides
Medici, Rosario; et al, Nucleic Acids Symposium Series, 2008, 52(1), 541-542

합성회로 11

반응 조건
1.1 Solvents: Dimethylformamide
1.2 -
2.1 -
참조
A novel and efficient preparation of 2',3'-dideoxynucleosides
Prisbe, Ernest J.; et al, Synthetic Communications, 1985, 15(5), 401-9

합성회로 12

반응 조건
1.1 Reagents: Ammonia Solvents: Methanol
참조
General syntheses of 2',3'-dideoxynucleosides and 2',3'-didehydro-2',3'-dideoxynucleosides
Chu, C. K.; et al, Journal of Organic Chemistry, 1989, 54(9), 2217-25

합성회로 13

반응 조건
1.1 Reagents: Azobisisobutyronitrile ,  Dibutyltin oxide Solvents: 1,4-Dioxane
1.2 Reagents: Ammonium hydroxide Solvents: Methanol
참조
A novel and efficient preparation of 2',3'-dideoxynucleosides
Prisbe, Ernest J.; et al, Synthetic Communications, 1985, 15(5), 401-9

합성회로 14

반응 조건
참조
A novel and efficient preparation of 2',3'-dideoxynucleosides
Prisbe, Ernest J.; et al, Synthetic Communications, 1985, 15(5), 401-9

합성회로 15

반응 조건
1.1 Solvents: Dimethylformamide
1.2 -
2.1 Reagents: Azobisisobutyronitrile ,  Dibutyltin oxide Solvents: 1,4-Dioxane
2.2 Reagents: Ammonium hydroxide Solvents: Methanol
참조
A novel and efficient preparation of 2',3'-dideoxynucleosides
Prisbe, Ernest J.; et al, Synthetic Communications, 1985, 15(5), 401-9

합성회로 16

반응 조건
1.1 Catalysts: Adenosine deaminase Solvents: Water
참조
Enzymic synthesis of 2',3'-dideoxyguanosine
Nair, Vasu; et al, Synlett, 1991, (10), 753-4

합성회로 17

반응 조건
1.1 Reagents: Methylamine Solvents: Methanol ;  5 h, rt
참조
Synthesis and Anti-HIV Activity of a Series of 6-Modified 2',3'-dideoxyguanosine and 2',3'-didehydro-2',3'-dideoxyguanosine Analogs
Xie, Lujia; et al, Chinese Journal of Chemistry, 2013, 31(9), 1207-1218

합성회로 18

반응 조건
1.1 Catalysts: Adenosine deaminase Solvents: Water ;  48 h, pH 7, 37 °C
참조
Arthrobacter oxydans as a biocatalyst for purine deamination
Medici, Rosario; et al, FEMS Microbiology Letters, 2008, 289(1), 20-26
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