7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine

Base Information

Chemical Name:7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine
CAS No.:1372854-58-4
Molecular Formula:C₂₃H₂₉N₅O₇
Molecular Weight:487.513
Hs Code.:

Synonyms:7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine

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Chemical Property of 7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine

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Technology Process of 7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine

There total 9 articles about 7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine 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: 60.0%

: 1372854-61-9
2-amino-6-methoxy-9-[β-D-2'-deoxyribofuranosyl]-7-[(S)-1-(2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-7-deazapurine

: 1372854-58-4
7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; water; for 4h; Reflux; Inert atmosphere;
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

: 1372854-58-4
7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 7 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

6: methanol / 1 h / Reflux; Inert atmosphere

7: sodium hydroxide / 1,4-dioxane; water / 4 h / Reflux; Inert atmosphere

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

Reference yield:

: 1200461-78-4
C₁₁H₁₂ClIN₄O₃

: 1372854-58-4
7-[(S)-1-(2-nitrophenyl)-2,2-dimethyl-propyloxy]methyl-7-deaza-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 8 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

7: methanol / 1 h / Reflux; Inert atmosphere

8: sodium hydroxide / 1,4-dioxane; water / 4 h / Reflux; Inert atmosphere

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