Synthesis of 9-[1-(substituted)-3-(phosphonomethoxy) propyl] adenine derivatives as possible antiviral agents

M Wu, Y El-Kattan, TH Lin, A Ghosh…

Index: Wu, Minwan; El-Kattan, Yahya; Lin, Tsu-Hsing; Ghosh, Ajit; Vadlakonda, Satish; Kotian, Pravin L.; Babu, Yarlagadda S.; Chand, Pooran Nucleosides, Nucleotides and Nucleic Acids, 2005 , vol. 24, # 10-12 p. 1543 - 1568

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Citation Number: 3

Abstract

Acyclic N 9 adenine nucleosides substituted at C-1′ position were prepared by the Mitsunobu reaction of 1-tert-butyldimethylsilyl-4-pivaloylbutan-1, 2, 4-triol (5) with adenine. Pivaloyl hydroxyl was modified to the phosphonomethoxy derivatives, and the tert- butyldimethylsilyl hydroxyl was converted to methoxy, azido, amino, fluoro, and α- hydroxyethyl and was eliminated to give vinyl. The resulting phosphonic acids were ...