218152-43-3

Basic information

• Product Name: 3-Benzoyl-5-methyl-1-(1R,3R,5S)-6-oxa-bicyclo[3.1.0]hex-3-yl-1H-pyrimidine-2,4-dione
• Synonyms: 3-Benzoyl-5-methyl-1-(1R,3R,5S)-6-oxa-bicyclo[3.1.0]hex-3-yl-1H-pyrimidine-2,4-dione
• CAS NO: 218152-43-3
• Molecular Weight: 312.325
• Mol File: 218152-43-3.mol

Chemical Properties

• CAS DataBase Reference: 3-Benzoyl-5-methyl-1-(1R,3R,5S)-6-oxa-bicyclo[3.1.0]hex-3-yl-1H-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Benzoyl-5-methyl-1-(1R,3R,5S)-6-oxa-bicyclo[3.1.0]hex-3-yl-1H-pyrimidine-2,4-dione(218152-43-3)
• EPA Substance Registry System: 3-Benzoyl-5-methyl-1-(1R,3R,5S)-6-oxa-bicyclo[3.1.0]hex-3-yl-1H-pyrimidine-2,4-dione(218152-43-3)

Safety Data

• Hazardous Substances Data: 218152-43-3(Hazardous Substances Data)

Upstream product

• 4330-20-5 N-3-benzoylthymine 
• 218152-32-0 3-Benzoyl-1-cyclopent-3-enyl-5-methyl-1H-pyrimidine-2,4-dione 
• 25494-15-9 trans-Cyclopentan-1-ol-3,4-epoxid 
• 14320-38-8 cyclopent-3-enol 

Relevant articles and documents

A convenient synthesis of racemic 2'-deoxy carbocyclic thymidines lacking the 5'-methylene group

A convenient synthesis of racemic 2'-deoxy carbocyclic thymidines lacking the 5'-methylene group is reported. Thus, appropriately protected nucleic acid bases are coupled to 3-cyclopentenol, 1, via the Mitsunobu reaction. Epoxidation of the protected thymine substituted cyclopentene gives the corresponding syn and anti-epoxides in a 4:1 ratio. Ring opening of the syn-epoxide by a variety of nucleophiles leads to the racemic 2'-deoxy carbocyclic thymidines lacking the 5'-methylene group.