3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

Base Information

Chemical Name:3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine
CAS No.:119898-80-5
Molecular Formula:C₂₇H₃₄N₈O₅SSi
Molecular Weight:610.769
Hs Code.:

Synonyms:3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

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Chemical Property of 3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

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Technology Process of 3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

There total 6 articles about 3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine 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: 66.0%

: 119898-73-6
5'-O-t-butyldiphenylsilyl-2',3'-di-O-mesyl-2',3'-secoadenosine

: 119898-80-5
3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

Guidance literature:: With lithium azide; In N,N-dimethyl-formamide; at 55 - 60 ℃; for 48h;
DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

: 119898-65-6
(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol

: 119898-80-5
3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

Guidance literature:: Multi-step reaction with 4 steps

1: 89 percent / sodium periodate / acetone; H₂O / 15 °C / dark

2: 83 percent / sodium borohydride / ethanol; H₂O / Ambient temperature; dark

3: 80 percent / pyridine / 0 °C

4: 66 percent / lithium azide / dimethylformamide / 48 h / 55 - 60 °C

With sodium tetrahydroborate; sodium periodate; lithium azide; In pyridine; ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4020(01)89829-X

Reference yield:

: 119898-69-0
5'-O-t-butyldiphenylsilyl-2',3'-secoadenosine

: 119898-80-5
3'-azido-5'-O-t-butyldiphenylsilyl-3'-deoxy-2'-O-mesyl-2',3'-secoadenosine

Guidance literature:: Multi-step reaction with 2 steps

1: 80 percent / pyridine / 0 °C

2: 66 percent / lithium azide / dimethylformamide / 48 h / 55 - 60 °C

With lithium azide; In pyridine; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)89829-X