Synthesis 2004(4): 509-516  
DOI: 10.1055/s-2004-815939
PAPER
© Georg Thieme Verlag Stuttgart · New York

Synthesis of AZT/d4T Boranophosphates as Anti-HIV Prodrug Candidates

Changxue Lina, Hua Fu*a, Guangzhong Tub, Yufen Zhao*a
a Key Laboratory of Bioorganic Phosphorus Chemistry, Ministry of Education, Department of Chemistry, School of Life Sciences and Engineering, Tsinghua University, Beijing 100084, P. R. China
e-Mail: fuhua@mail.tsinghua.edu.cn;
b Beijing Institute of Microchemistry, Beijing 100091, P. R. China
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Publikationsverlauf

Received 4 December 2003
Publikationsdatum:
03. Februar 2004 (online)

Abstract

AZT/d4T phosphonates were synthesized by sequential condensation of AZT/d4T with the corresponding alcohols or 5′-DMT-thymidine in the presence of pivaloyl chloride. Sequential silylation, boronation, and hydrolysis in ammonium hydroxide of these phosphonates led to anti-HIV prodrug candidates AZT/d4T boranophosphates.