W. Xin
2011
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Journal
Journal of Beijing University of Chemical Technology
Abstract
Three 2-alkylthioadenines have been prepared from adenine in five steps: oxidation,hydrolysis,reduction,cycle closing and S-alkylation.Triethyl methanetricarboxylate was treated with 1,2-dibromoethane to yield triethyl 3-bromopropane-1,1,1-tricarboxylate,which was reacted with the 2-alkylthioadenines in the presence of potassium carbonate to yield triethyl 3-(2-(alkylthio)-6-amino-9H-purin-9-yl) propane-1,1,1-tricarboxylate.Treatment of this material with sodium methoxide in methanol gave dimethyl 2-(2-(2-(alkylthio)-6-amino-9H-purin-9-yl)ethyl) malonate.Six new acyclic purine nucleoside compounds have been obtained and their structures were determined by FT-IR,1H-NMR,13C-NMR and high resolution mass spectrometry.