119003-17-7

Basic information

• Product Name: Acetic acid (S)-5,5-difluoro-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-imino-2-oxo-hexahydro-pyrimidin-4-yl ester
• CAS NO: 119003-17-7
• Molecular Weight: 323.253
• Mol File: 119003-17-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Acetic acid (S)-5,5-difluoro-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-imino-2-oxo-hexahydro-pyrimidin-4-yl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid (S)-5,5-difluoro-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-imino-2-oxo-hexahydro-pyrimidin-4-yl ester(119003-17-7)
• EPA Substance Registry System: Acetic acid (S)-5,5-difluoro-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-6-imino-2-oxo-hexahydro-pyrimidin-4-yl ester(119003-17-7)

Safety Data

• Hazardous Substances Data: 119003-17-7(Hazardous Substances Data)

Upstream product

• 951-77-9 deoxycytidine 
• 78948-09-1 acetyl hypofluorite 

Relevant articles and documents

Reaction of Acetyl Hypofluorite with Pyrimidines. Part 3. Synthesis, Stereochemistry, and Properties of 5-Fluoro-5,6-dihydropyrimidine Nucleosides

The reaction of acetyl hypofluorite (AcOF) with unprotected uracil and cytosine nucleosides in acetic acid or water has been studied using (18)F as a tracer.For the nucleosides in general two cis-diastereoisomers of both the 6-acetoxy-5-fluoro and 5-fluoro-6-hydroxy adducts were obtained, (1)H n.m.r. analysis of which showed that they all possessed the anti-conformation.The 6-acetoxy-5-fluoroadducts in the uracil nucleosides showed a remarkable stability and appeared to be interesting versatile compounds.They could be converted into their hitherto unknown corresponding 5-fluoro-6-hydroxy-O6,5'-anhydrocyclouracil nucleosides.For the cytosine nucleosides the 6-acetoxy-5-fluoro adducts were not observed, while the other cytosine adducts were found to rapidly deaminate at C-4 in water yielding the corresponding uracil analogues.Interestingly, even within a pair of diastereoisomers different deamination rates were observed.