Bulletin of the Chemical Society of Japan

Mono-, di-, and tri-C-deuteration of 1, 5-anhydro-D-glucitol

M Funabashi, T Hasegawa

Index: Funabashi, Masuo; Hasegawa, Toshimori Bulletin of the Chemical Society of Japan, 1991 , vol. 64, # 8 p. 2528 - 2531

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Citation Number: 6

Abstract

Deuterium was effectively introduced into the title sugar (1a) at C-1, C-3, C-5, and C-6 to afford 1, 5-anhydro-D-[1-2 H 1],-[3-2 H],-[5-2 H],-[1-2 H 2],-[6-2 H 2], and-[5, 6-2 H 3] glucitols respectively as primary targets for a basic study of the unknown metabolism of 1a, which had been suggested to be a candidate of metabolic indexes for insulin-dependent diabetes mellitus.

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A simple synthesis of (1R and 1S)-(1-2H1)-1, 5-anhydro-D-glucitol and (1-2H2)-1, 5-anhydro-D-glucitol.

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A simple synthesis of (1R and 1S)-(1-2H1)-1, 5-anhydro-D-glucitol and (1-2H2)-1, 5-anhydro-D-glucitol.

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