118967-81-0

Basic information

• Product Name: (5R,6S)-1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-6-hydroxy-dihydro-pyrimidine-2,4-dione
• CAS NO: 118967-81-0
• Molecular Weight: 264.21
• Mol File: 118967-81-0.mol

Chemical Properties

• CAS DataBase Reference: (5R,6S)-1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-6-hydroxy-dihydro-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (5R,6S)-1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-6-hydroxy-dihydro-pyrimidine-2,4-dione(118967-81-0)
• EPA Substance Registry System: (5R,6S)-1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-methyl-tetrahydro-furan-2-yl)-5-fluoro-6-hydroxy-dihydro-pyrimidine-2,4-dione(118967-81-0)

Safety Data

• Hazardous Substances Data: 118967-81-0(Hazardous Substances Data)

Upstream product

• 15958-99-3 5'-deoxyuridine 
• 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.