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Novel 3′-deoxy analogs of the anti-HBV agent entecavir: synthesis of enantiomers from a single chiral epoxide

Authors
Journal
Tetrahedron Letters
0040-4039
Publisher
Elsevier
Publication Date
Volume
45
Issue
4
Identifiers
DOI: 10.1016/j.tetlet.2003.11.052
Keywords
  • Hbv
  • Entecavir
  • Carbacyclic Nucleosides
  • Epoxide Rearrangement

Abstract

Abstract A synthesis of novel 3 ′-deoxy analogs of the anti-HBV agent entecavir (BMS-200475) was devised using regioselective ring opening of suitable cyclopentene epoxides as the key step. This versatile approach afforded access to an enantiomeric pair of carbocyclic nucleosides from a single chiral intermediate.

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