2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Base Information

Chemical Name:2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine
CAS No.:83005-50-9
Molecular Formula:C₃₀H₄₇N₅O₆Si₂
Molecular Weight:629.904
Hs Code.:

Synonyms:2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

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Chemical Property of 2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

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Technology Process of 2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

There total 3 articles about 2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-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%

: 83005-48-5
2-<(benzyloxycarbonyl)amino>-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-phenylthiopurine

: 83005-50-9
2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; overnight;
DOI:10.1021/jo00144a014

Reference yield:

: 51549-35-0
3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

: 83005-50-9
2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / pyridine / 5 h / 0 - 20 °C

2: 75 percent / tetraethylammonium hydroxide / tetrahydrofuran; H₂O / 24 h / 0 °C

3: 60 percent / MCPBA / CH₂Cl₂ / 0 °C / overnight

With pyridine; tetraethylammonium hydroxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00144a014

Reference yield:

: 82995-88-8
9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-amino>purine

: 83005-50-9
2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / tetraethylammonium hydroxide / tetrahydrofuran; H₂O / 24 h / 0 °C

2: 60 percent / MCPBA / CH₂Cl₂ / 0 °C / overnight

With tetraethylammonium hydroxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/jo00144a014