Shan Weiguang
2013
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Journal
Journal of Zhejiang University of Technology
Abstract
Starting from(1S,2R)-2-(benzyloxymethyl)cyclopent-3-enol,the intermediate 6-(benzyloxy)-9-((3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl)-N-((4-methoxyphenyl)diphenylmethyl)-9H-purin-2-amine was synthesized via epoxidation,benzyl protection,ring opening of epoxide,p-methoxyphenyldiphenylmethyl protection,TEMPO oxidation and methylenation.The total yield was 13.7%.The structure of key intermediate of entecavir was confirmed by 1H NMR,MS.The improved process has the advantage of lower cost and is suitable for industrial production.