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Synthesis 1991; 1991(11): 947-950
DOI: 10.1055/s-1991-26614
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Synthesis of 1-(Phosphonomethoxyalkoxy)pyrimidines, a Novel Series of Acyclonucleotide Analogues

Michael R. Harnden* , L. John Jennings, Ann Parkin
  • *SmithKline Beecham Pharmaceuticals, Yew Tree Bottom Road, Epsom, Surrey KT18 5XQ, England
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Publikationsdatum:
29. April 2002 (online)

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A convenient synthesis of 1-(2-phosphonomethoxyalkoxy)uracil and -thymine derivatives, 4-7 by Mitsunobu coupling of 1-hydroxypyrimidines with suitably functionalized alcohols is described. The uracil analogues were converted to the corresponding 1-(phosphonomethoxyalkoxy)cytosines 8,9 via intermediate 4-(1,2,4-triazol-1-yl) derivatives. The antiviral activity of this series of compounds is reported.