5-fluoro-N⁴-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)cytosine

Base Information

• Chemical Name: 5-fluoro-N⁴-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)cytosine
• CAS No.: 698391-74-1
• Molecular Formula: C₂₃H₁₈F₃N₃O₅
• Molecular Weight: 473.408
• Mol file: 698391-74-1.mol

Synonyms:5-fluoro-N⁴-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)cytosine

Chemical Property of 5-fluoro-N⁴-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)cytosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-fluoro-N⁴-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)cytosine

There total 2 articles about 5-fluoro-N⁴-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)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: 45.0%

N-(5-Fluoro-2-trimethylsilanyloxy-pyrimidin-4-yl)-benzamide (149712-92-5) + 1-acetyl-5-O-benzoyl-2,3-dideoxy-3,3-difluoro-D-ribofuranose (479035-81-9) → 5-fluoro-N4-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)cytosine (698391-74-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 20 ℃; for 3h;

DOI:10.1021/jm040027j

Reference yield:

Benzoic acid (R)-3,3-difluoro-5-hydroxy-tetrahydro-furan-2-ylmethyl ester → 5-fluoro-N4-benzoyl-1-(5-O-benzoyl-2,3-dideoxy-3,3-difluoro-β-D-ribofuranosyl)cytosine (698391-74-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.5 g / AcOH; H₂SO₄ / 0.5 h / 20 °C

2: 45 percent / trimethlysilyltrifluoromethane sulfonate / acetonitrile / 3 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; sulfuric acid; acetic acid; In acetonitrile;

DOI:10.1021/jm040027j

upstream raw materials:

N-(5-Fluoro-2-trimethylsilanyloxy-pyrimidin-4-yl)-benzamide

1-acetyl-5-O-benzoyl-2,3-dideoxy-3,3-difluoro-D-ribofuranose