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Preparation of 8-Chloropurine Nucleosides Through the Reaction Between their C-8 Lithiated Species and p-Toluenesulfonyl Chloride
Authors:Hiroyuki Hayakawa  Hiromichi Tanaka  Kazuhiro Haraguchi  Masami Mayumi  Masako Nakajima  Takashi Sakamaki
Affiliation:School of Pharmaceutical Sciences, Showa University , Hatanodai 1-5-8, Shinagawa-ku, Tokyo, 142, Japan
Abstract:Abstract

Chlorination of purine nucleosides protected with tert-butyldimethylsilyl (TBDMS) group was examined by the reaction of the C-8 lithiated species, generated by LDA, with p-toluenesulfonyl chloride as an electrophile. This provides a new method for the preparation of 8-chloropurine nucleosides.
Keywords:2′  3′-O-isopropylideneadenosine-5′-carboxylic acid  adenosine deaminase  adenylate deaminase
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