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

Base Information

• Chemical Name: 9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-amino>purine
• CAS No.: 82995-88-8
• Molecular Formula: C₄₂H₅₃N₅O₅S₃Si₂
• Molecular Weight: 860.282

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

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

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

There total 1 articles about 9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-amino>purine 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: 85.0%

phenyl chlorothioformate (13464-19-2) + 3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (51549-35-0) → 9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-amino>purine (82995-88-8)

Guidance literature:

With pyridine; at 0 - 20 ℃; for 5h;

DOI:10.1021/jo00144a014

Reference yield: 85.0%

9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-amino>purine (82995-88-8) → 2-amino-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)purine (82995-89-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; water; for 6h; Ambient temperature;

DOI:10.1021/jo00144a014

Reference yield: 80.0%

9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-amino>purine (82995-88-8) → 2-<(methoxycarbonyl)amino>-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-phenylthiopurine (83005-49-6)

Guidance literature:

With pyridine; sodium hydroxide; Dowex AG-50; In tetrahydrofuran; methanol; water; at 0 ℃; for 0.666667h;

DOI:10.1021/jo00144a014

upstream raw materials:

phenyl chlorothioformate

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

Downstream raw materials:

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

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

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

2-amino-9-(2'-deoxy-β-D-erythro-pentofuranosyl)-6-(phenylthio)purine

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