Synthesis 1994; 1994(9): 939-943
DOI: 10.1055/s-1994-25609
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Synthesis and Antiviral Study of Acyclic Analogs of 3′-Azido, 3′-Amino, and 3′-Fluoro-3′-deoxythymidine, and of HEPT analogs

Minh-Chau Trinh* , Jean-Claude Florent, David S. Grierson, Claude Monneret
  • *Institut Curie, Section de Biologie, URA au CNRS 1387, 26 rue d'Ulm, F-75231 Paris Cédex 05, France
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Publikationsverlauf

Publikationsdatum:
17. September 2002 (online)

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Several new acyclonucleosides have been synthesized from racemic epichlorhydrin or epifluorhydrin. This involves epoxide opening followed by chain elongation with iodomethyl phenyl sulfide and subsequent coupling of the phenylthioacetal with thymine. Deprotection afforded the title compounds 6, 8 and 18, whereas introduction of a phenylthio group at C-6 led to the three HEPT analogs, 13, 19, and 24.