9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine

Base Information

Chemical Name:9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine
CAS No.:1200462-15-2
Molecular Formula:C₃₁H₄₇ClN₄O₆Si₂
Molecular Weight:663.361
Hs Code.:

Synonyms:9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine

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Chemical Property of 9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine

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Technology Process of 9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine

There total 7 articles about 9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)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: 50.0%

: 1200462-11-8
9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-hydroxymethyl-7-deazapurine

: 3958-60-9
2-nitrophenylmethyl bromide

: 1200462-15-2
9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine

Guidance literature:: With tetrabutylammomium bromide; sodium hydroxide; In dichloromethane; at 20 ℃; for 48h; Darkness;
DOI:10.1002/anie.201106516

Reference yield:

: 1200462-07-2
9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-iodo-7-deazapurine

: 1200462-15-2
9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine

Guidance literature:: Multi-step reaction with 3 steps

1: bis(benzonitrile)palladium(II) dichloride; triethylamine / 1,4-dioxane / 48 h / 50 °C

2: lithium borohydride / tetrahydrofuran; methanol / 0.92 h / 20 °C / Reflux

3: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 48 h / 20 °C / Darkness

With bis(benzonitrile)palladium(II) dichloride; lithium borohydride; tetrabutylammomium bromide; triethylamine; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
DOI:10.1002/anie.201106516

Reference yield:

: 1200462-09-4
9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-methoxycarbonyl-7-deazapurine

: 1200462-15-2
9-[β-D-3‘,5‘-O-bis-(tert-butyldimethylsilyl)-2‘-deoxyribofuranosyl]-6-chloro-7-(2-nitrobenzyloxy)methyl-7-deazapurine

Guidance literature:: Multi-step reaction with 2 steps

1: lithium borohydride / tetrahydrofuran; methanol / 0.92 h / 20 °C / Reflux

2: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 48 h / 20 °C / Darkness

With lithium borohydride; tetrabutylammomium bromide; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/anie.201106516