Collection of Czechoslovak Chemical Communications

Synthesis of 3-amino-and 3-azidoanalogs of 9-(3-hydroxy-2-phosphonylmethoxypropyl) adenine (HPMPA)

A Holý

Index: Holy, Antonin Collection of Czechoslovak Chemical Communications, 1989 , vol. 54, # 2 p. 446 - 454

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Citation Number: 20

Abstract

Abstract 1-Azidopropane-2, 3-diol (IIb) reacts with p-toluenesulfonyl chloride to give the tosyl derivative IIIa which, on acid catalyzed condensation with 2, 3-dihydropyran, afforded 1- azido-2-(tetrahydropyran-2-yloxy-3-(p-toluenesulfonyloxy) propane (IIIb). Treatment of adenine sodium salt with IIIb resulted in the intermediate IV which was transformed by acid hydrolysis to 9-(RS)-(3-azido-2-hydroxypropyl) adenine (V). Catalytic hydrogenation of V ...