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  • Title: Synthesis and antiherpesviral activity of 5-C-substituted uracil nucleosides.
    Author: Sakata S, Shibuya S, Machida H, Yoshino H, Hirota K, Senda S, Ikeda K, Mizuno Y.
    Journal: Nucleic Acids Symp Ser; 1980; (8):s39-42. PubMed ID: 6265881.
    Abstract:
    Reaction of 2'-deoxy-5-hydroxyuridine with some Wittig reagents gave 5-alkoxycarbonylmethyl-, 5-carbamoylmethyl-, 5-cyanomethyl-and 5-acetonyl-2'-deoxyuridines. The corresponding 1-beta-D-arabinofuranosyl derivatives were prepared from 1-beta-D-arabinofuranosyl-5-hydroxymethyluracil. The latter was also converted to 1-beta-D-arabinofuranosyl-5-vinyluracil via triphenylphosphonium salt, and then to 5-(2-halogenovinyl)derivatives. Some of these compounds showed marked antiherpesviral activity in vitro.
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