9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine

Base Information

• Chemical Name: 9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine
• CAS No.: 109303-94-8
• Molecular Formula: C₂₁H₁₉ClFN₅O₆
• Molecular Weight: 491.863

Synonyms:9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine

Chemical Property of 9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine

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Technology Process of 9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine

There total 1 articles about 9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine 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:

1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide (56632-81-6) + N-(6-chloro-7(9)H-purin-2-yl)-acetamide (7602-01-9) → 9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine (109303-94-8)

Guidance literature:

With chloro-trimethyl-silane; mercury(II) cyanide; triethylamine; Yield given. Multistep reaction; 1.) PhH, 40 h; 2.) PhH, reflux. 4 h;

DOI:10.1248/cpb.37.336

Reference yield: 82.0%

9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine (109303-94-8) → 9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamidopurine-6-thiol (109303-96-0)

Guidance literature:

With thiourea; In propan-1-ol; for 2h; Heating;

DOI:10.1248/cpb.37.336

Reference yield: 67.0%

9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamido-6-chloropurine (109303-94-8) → 9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine (103884-98-6)

Guidance literature:

With sodium methylate; 2-hydroxyethanethiol; In methanol; for 3h; Heating;

DOI:10.1248/cpb.37.336

upstream raw materials:

1,3-di-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-D-arabinofuranosyl bromide

N-(6-chloro-7⁽⁹⁾H-purin-2-yl)-acetamide

Downstream raw materials:

9-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-guanine

9-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)-2-acetamidopurine-6-thiol

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