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Synthesis of 2',3'-Dideoxy-3'-C-hydroxymethylcytidine Phosphonomethyl Derivatives

. Phosphonomethyl substituted 2',3'-Dideoxy-3'-C-hydroxymethylcytidines have been synthesized and evaluated for their anti HIV-1 activities. The sugar moiety was synthesized starting from (S)-5-hydroxymethylfuran-2-(5H)-one using photocatalyzed addition of methanol. Reduction of the lactone, condensation with silylated 4-methoxy-2(1H) pyrimidinone, followed by phosphonomethylation and deprotection gave the title compounds. The compounds were tested for inhibition of HIV-1 activity but did not show any significant antiviral activity.

  • Content Type Journal Article
  • Pages 7-14
  • DOI 10.1007/s007830050048
  • Authors
    • Annika Niklasson, Department of Chemistry, Linköping University, S-581 83 Linköping, Sweden
    • Ingemar Kvarnström, Department of Chemistry, Linköping University, S-581 83 Linköping, Sweden
    • Björn Classon, Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, S-106 91 Stockholm, Sweden
    • Bertil Samuelsson
    • Journal Molecules Online
    • Online ISSN 1433-1373
    • Journal Volume Volume 2
    • Journal Issue Volume 2, Number 1

Authors:   Annika Niklasson, Ingemar Kvarnström, Björn Classon, Bertil Samuelsson
Journal:   Molecules Online
Year:   2004
DOI:   10.1007/s007830050048
Publication date:   19-Feb-2004
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