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Synthesis of acyclonucleosides of imidazole and purine series

Matsumoto, H.; Kaneko, C.; Yamada, K.; Takeuchi, T.; Mori, T.; Mizuno, Y.

Nucleic Acids Symposium Series 17: 5-8

1986

ISSN/ISBN: 0261-3166
PMID: 3562274
Document Number: 276987
In order to search for improved syntheses of 9-(2-hydroxyethoxymethyl) guanine and related antiviral agents, we tried several well documented general procedures (viz., fusion method) for the synthesis of N-glycosyl bond. Product distribution on alkylation of 4,5-disubstituted imidazoles as well as 2,6-disubstituted purines may depend upon the nature of alkylating agents (viz., 2-oxa-1,4-butanediol diacetate or 1-bromo-2-oxa-4-butanol acetate) and reaction conditions. A procedure for the synthesis of acyclovir and its N2-acetyl derivative could be improved to a considerable extent.

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