Synthesis of (purin-6-yl) acetates and their transformations to 6-(2-hydroxyethyl)-and 6-(carbamoylmethyl) purines

…, R Pohl, B Klepetářová, M Hocek

Index: Hasnik, Zbynek; Pohl, Radek; Klepetarova, Blanka; Hocek, Michal Collection of Czechoslovak Chemical Communications, 2009 , vol. 74, # 7-8 p. 1035 - 1059

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Citation Number: 2

Abstract

Abstract A novel approach to the synthesis of (purin-6-yl) acetates was developed based on Pd-catalyzed cross-coupling reactions of 6-chloropurines with a Reformatsky reagent. Their reduction with NaBH 4 and treatment with MnO 2 gave 6-(2-hydroxyethyl) purines, while reactions with amines in presence of NaCN afforded 6-(carbamoylmethyl) purines. Mesylation of the 6-(2-hydroxyethyl) purines followed by nucleophilic substitutions gave ...