A simple synthesis of 3-β-D-ribofuranosylwye and the stability of its glycosidic bond

T Itaya, T Watanabe, H Matsumoto

Index: Itaya, Taisuke; Watanabe, Tomoko; Matsumoto, Hiroo Journal of the Chemical Society, Chemical Communications, 1980 , # 23 p. 1158 - 1159

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Citation Number: 15

Abstract

Treatment of 5-(methylamino)-1-β-D-ribofuranosylimidazole-4-carboxamide (3) with CNBr followed by cyclization and reaction with bromoacetone gave 3-β-D-ribofuranosylwye (2) whose glycosidic bond was cleaved rapidly in acidic or alkaline solution, but was fairly stable at pH 5–8· 5 at 37° C.

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