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

Base Information

Chemical Name:2-<(benzyloxycarbonyl)amino>-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-phenylthiopurine
CAS No.:83005-48-5
Molecular Formula:C₃₆H₅₁N₅O₅SSi₂
Molecular Weight:722.068
Hs Code.:

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

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

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

There total 3 articles about 2-<(benzyloxycarbonyl)amino>-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-phenylthiopurine 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: 75.0%

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

: 100-51-6,185532-71-2
benzyl alcohol

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

Guidance literature:: With tetraethylammonium hydroxide; In tetrahydrofuran; water; at 0 ℃; for 24h;
DOI:10.1021/jo00144a014

Reference yield:

: 13464-19-2
phenyl chlorothioformate

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With pyridine; tetraethylammonium hydroxide; In tetrahydrofuran; water;
DOI:10.1021/jo00144a014

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With pyridine; tetraethylammonium hydroxide; In tetrahydrofuran; water;
DOI:10.1021/jo00144a014