Tetrahedron

Novel reaction systems for the synthesis of O-glucosides by enzymatic reverse hydrolysis

T Balogh, L Boross, J Kosáry

Index: Balogh, Terez; Boross, Laszlo; Kosary, Judit Tetrahedron, 2004 , vol. 60, # 3 p. 679 - 682

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Citation Number: 22

Abstract

Our studies are presented to replace alcohols as solvents in reverse hydrolytic reactions catalyzed by immobilized β-glucosidase to synthesize O-substituted β-d-glucopyranosides in preparative-scale. We found that 1, 2-diacetoxyethane is a suitable solvent and O-alkyl or aryl β-d-glucosides were synthesized in moderate yields (after isolation 12–19%). In these reactions proportion of glucose and glucosyl acceptor hydroxy compounds was 1: 20. We ...