Synthesis and antiviral study of acyclic analogs of 3'-azido, 3'-amino, and 3'fluoro-3'-deoxythymidine, and HEPT analogs

Article abstract of DOI:10.1055/s-1994-25609

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, (and 18, whereas introduction of a phenylthio group at C-6 led to the three HEPT analogs, 13, 19, and 24.