2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

Base Information

Chemical Name:2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine
CAS No.:1372854-56-2
Molecular Formula:C₂₃H₂₈ClN₅O₆
Molecular Weight:505.958
Hs Code.:

Synonyms:2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

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Chemical Property of 2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

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Technology Process of 2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

There total 7 articles about 2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: C₄₁H₇₀ClN₅O₆Si₃

: 1372854-56-2
2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 4h;
DOI:10.1002/anie.201106516

Reference yield:

: 1200461-80-8
9-[β-D-3’,5’-O-bis-(tert-butyldimethylsilyl)-2’-deoxyribofuranosyl]-2-(tert-butyldimethylsilyl)amino-6-chloro-7-iodo-7-deazapurine

: 1372854-56-2
2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

Guidance literature:: Multi-step reaction with 5 steps

1: bis(benzonitrile)palladium(II) dichloride; triethylamine / 1,4-dioxane / 24 h / 58 °C

2: lithium borohydride / tetrahydrofuran; methanol / 1 h / Reflux

3: dmap; methanesulfonyl chloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

4: 0.75 h / 115 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C

With dmap; bis(benzonitrile)palladium(II) dichloride; lithium borohydride; tetrabutyl ammonium fluoride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1002/anie.201106516

Reference yield:

: 1200461-78-4
C₁₁H₁₂ClIN₄O₃

: 1372854-56-2
2-amino-6-chloro-9-[β-D-2’-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

Guidance literature:: Multi-step reaction with 6 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / 50 °C

2: bis(benzonitrile)palladium(II) dichloride; triethylamine / 1,4-dioxane / 24 h / 58 °C

3: lithium borohydride / tetrahydrofuran; methanol / 1 h / Reflux

4: dmap; methanesulfonyl chloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

5: 0.75 h / 115 °C / Inert atmosphere

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C

With 1H-imidazole; dmap; bis(benzonitrile)palladium(II) dichloride; lithium borohydride; tetrabutyl ammonium fluoride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201106516