Acta Chemica Scandinavica

Simple Synthesis of ß-D-Glucosyl Esters

M Bols, HC Hansen

Index: Bols, Mikael; Hansen, Henrik Claus Acta Chemica Scandinavica, 1993 , vol. 47, # 8 p. 818 - 822

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Citation Number: 27

Abstract

Acylation of 2, 3, 4, 6-tetra-O-benzyl-aD-glucopyranose (1) with benzoyl chloride and triethylamine was found to give l-0-benzoyl-2, 3, 4, 6-tetra-0-benzylaD-glucopyranose (2) and l-0-benzoyl-2, 3, 4, 6-tetra-O-benzyl-ß-D-glucopyranose (3) in a ratio of 2: 9 while acylation of 1 with benzoyl chloride and pyridine gave 2 and 3 in the ratio 6: 1. Slow addition of benzoyl chloride to 1 and triethylamine changed the ratio from 2: 9 to 1: 11. Similar ...