1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine

Base Information

• Chemical Name: 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine
• CAS No.: 119555-41-8
• Molecular Formula: C₁₇H₁₈FN₃O₇S
• Molecular Weight: 427.41
• Mol file: 119555-41-8.mol

Synonyms:1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine

Chemical Property of 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine

There total 3 articles about 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine 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: 76.0%

1-(5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine (119555-40-7) + methanesulfonyl chloride (124-63-0) → 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine (119555-41-8)

Guidance literature:

In pyridine; at 0 ℃; for 18h;

DOI:10.1021/jm00170a015

Reference yield:

1-(3,5-O-dibenzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine (128495-99-8) → 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine (119555-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Et₃N / methanol / 16 h / Ambient temperature

2: 76 percent / pyridine / 18 h / 0 °C

With triethylamine; In pyridine; methanol;

DOI:10.1021/jm00170a015

Reference yield:

1-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine (69123-99-5) → 1-<5-O-benzoyl-2-deoxy-2-fluoro-3-O-(methylsulfonyl)-β-D-arabinofuranosyl>cytosine (119555-41-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / NH₃ / methanol / 2 h / Ambient temperature

2: 76 percent / pyridine / 18 h / 0 °C

With ammonia; In pyridine; methanol;

DOI:10.1021/jm00170a015

upstream raw materials:

1-(5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine

methanesulfonyl chloride

1-(3,5-O-dibenzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine

1-(3-O-acetyl-5-O-benzoyl-2-deoxy-2-fluoro-β-D-arabinofuranosyl)cytosine

Downstream raw materials:

1-(2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)uracil

1-(2,3-Dideoxy-2-fluoro-β-D-arabinofuranosyl)-cytosine

1-(5-O-benzoyl-2,3-dideoxy-2-fluoro-β-D-threo-pentofuranosyl)cytosine

(5-O-benzoyl-2,3-dideoxy-β-D-glycero-pentofuranosyl)cytosine