Synthesis of acyclic nucleoside and nucleotide analogs derived from 6-amino-7H-purine-8 (9H)-thione and 8-(methylsulfanyl) adenine

Z Janeba, A Holı, M Masojídková

Index: Janeba, Zlatko; Holy, Antonin; Masojidkova, Milena Collection of Czechoslovak Chemical Communications, 2000 , vol. 65, # 11 p. 1698 - 1712

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Citation Number: 16

Abstract

Abstract Reaction of 8-bromoadenine derivatives 1 with thiourea in ethanol or butanol was used for the synthesis of the corresponding N 9-substituted 6-amino-7H-purine-8 (9H)- thiones 2. 8-(Methylsulfanyl) adenine derivatives 3 were prepared by reaction of thiones 2 with iodomethane in 1 M sodium methoxide or in aqueous 1.5 M potassium hydroxide. Alkylation of 6-amino-7H-purine-8 (9H)-thione (2a) proceeds preferentially on the sulfur ...