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

Base Information

Chemical Name:2-<(methoxycarbonyl)amino>-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-phenylthiopurine
CAS No.:83005-49-6
Molecular Formula:C₃₀H₄₇N₅O₅SSi₂
Molecular Weight:645.971
Hs Code.:

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

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

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

There total 3 articles about 2-<(methoxycarbonyl)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: 80.0%

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

: 83005-49-6
2-<(methoxycarbonyl)amino>-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-phenylthiopurine

Guidance literature:: With pyridine; sodium hydroxide; Dowex AG-50; In tetrahydrofuran; methanol; water; at 0 ℃; for 0.666667h;
DOI:10.1021/jo00144a014

Reference yield:

: 13464-19-2
phenyl chlorothioformate

: 83005-49-6
2-<(methoxycarbonyl)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: 80 percent / aq. NaOH, Dowex AG-50, pyridinium form / tetrahydrofuran; methanol; H₂O / 0.67 h / 0 °C

With pyridine; sodium hydroxide; Dowex AG-50; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00144a014

Reference yield:

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

: 83005-49-6
2-<(methoxycarbonyl)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: 80 percent / aq. NaOH, Dowex AG-50, pyridinium form / tetrahydrofuran; methanol; H₂O / 0.67 h / 0 °C

With pyridine; sodium hydroxide; Dowex AG-50; In tetrahydrofuran; methanol; water;
DOI:10.1021/jo00144a014