Collection of Czechoslovak Chemical Communications

Stereospecific synthesis of isomeric 4-substituted 9-(2, 3-dihydroxybutyl) adenines

A Holý

Index: HOLY, Antonin Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 1 p. 173 - 189

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Citation Number: 21

Abstract

Abstract Reduction of ethyl 2, 3-O-isopropylidene-D-tartrate with sodium borohydride afforded (4S, 5S)-2, 2-dimethyl-1, 3-dioxolane-4, 5-dimethanol (Va) which was benzoylated to give monobenzoyl derivative Vd and further transformed into p-toluensulfonyl derivative Ve. Reaction of the compound Ve with sodium salt of adenine followed by methanolysis gave 2, 3-O-isopropylidene derivative Vf which on acid hydrolysis afforded 9-(2S, 3S)-(2, 3 ...