1155863-81-2

Basic information

• Product Name: C₂₃H₁₉F₂N₃O₆
• Synonyms: C₂₃H₁₉F₂N₃O₆
• CAS NO: 1155863-81-2
• Molecular Weight: 471.417
• Mol File: 1155863-81-2.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: C₂₃H₁₉F₂N₃O₆(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₃H₁₉F₂N₃O₆(1155863-81-2)
• EPA Substance Registry System: C₂₃H₁₉F₂N₃O₆(1155863-81-2)

Safety Data

• Hazardous Substances Data: 1155863-81-2(Hazardous Substances Data)

Upstream product

• 134877-42-2 3,5-di-O-benzoyl-2-deoxy-2,2-difluoro-1-O-methanesulfonyl-D-erythro-pentofuranose 
• 18037-10-0 2,4-O,N-bis(trimethylsilyl)cytosine 

Downstream Products

• 95058-85-8 α-1-(2-oxo-4-amino-1,2-dihydropyrimidin-1-yl)-2-deoxy-2,2-difluororibose 
• 95058-81-4 gemcitabine 
• 1535166-20-1 C₂₈H₃₂F₂N₄O₅ 
• 1535166-24-5 C₂₃H₂₄F₂N₄O₃ 

Relevant articles and documents

Stereoselective N-glycosylation with N4-acyl cytosines and efficient synthesis of gemcitabine

Through systematical comparison of various N4-protected cytosine derivatives in the glycosylation step of gemcitabine synthesis, highly beta-stereoselective and high yielding TBAI catalyzed N-glycosylation was achieved with N4-Bz cytosine and anomeric mixture of 2,2‘-difluororibose mesylate donor. The subsequent global deprotection gave gemcitabine efficiently. Meanwhile, the anomeric chloride intermediate and fluoride-displaced side products of this N-glycosylation were identified, too. This new glycosylation method reveals the importance of N4-protection in the stereoselective preparation of pyrimidine nucleoside, also provides a potential alternative to current industrial process to gemcitabine.