Stereoselective synthesis of novel thioiso dideoxy nucleosides with exocyclic methylene as potential antiviral agents

Nucleosides Nucleotides Nucleic Acids. 2005;24(5-7):1115-7. doi: 10.1081/ncn-200060072.

Abstract

Novel thioiso pyrimidine and purine nucleosides substituted with exocyclic methylene have been synthesized, starting from D-xylose. Cyclization of the dimesylate to the 4-thiosugar 6a proceeded in pure SN2 reaction in the presence of allylic functional group.

MeSH terms

  • Antiviral Agents / chemical synthesis*
  • Antiviral Agents / pharmacology
  • Chemistry, Pharmaceutical / methods
  • Drug Design
  • Hydrocarbons / chemistry
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Models, Chemical
  • Nucleosides / chemical synthesis*
  • Nucleosides / chemistry
  • Stereoisomerism
  • Temperature
  • Xylose / chemistry

Substances

  • Antiviral Agents
  • Hydrocarbons
  • Nucleosides
  • carbene
  • Xylose
  • Methane