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Synthesis 1994; 1994(9): 939-943
DOI: 10.1055/s-1994-25609
DOI: 10.1055/s-1994-25609
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved.
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or duplication of any kind, translating, preparation of microfilms, and electronic
data processing and storage.Synthesis and Antiviral Study of Acyclic Analogs of 3′-Azido, 3′-Amino, and 3′-Fluoro-3′-deoxythymidine, and of HEPT analogs
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Publikationsverlauf
Publikationsdatum:
17. September 2002 (online)

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.