Carbohydrate research

Syntheses of trisaccharide C D E and tetrasaccharide B C D E fragments found in orthosomycins

M Trumtel, P Tavecchia, A Veyrières, P Sinaÿ

Index: Trumtel; Tavecchia; Veyrieres; Sinay Carbohydrate research, 1990 ,  vol. 202, p. 257 - 275

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Citation Number: 23

Abstract

Abstract 1, 5-Anhydro-3-O-benzyl-2, 6-dideoxy-4-O-(3, 4-di-O-benzyl-2, 6-dideoxy-β-d- arabino-hexopyranosyl)-d-arabino-hex-1-enitol (17), which corresponds to the B C fragment of various orthosomycins, was prepared from phenyl 2, 3-di-O-benzyl-6-deoxy-4-O- (3, 4-di-O-benzyl-2, 6-dideoxy-β-d-arabino-hexopyranosyl)-1-thio-β-d-glucopyranoside (16) by reductive lithiation. The synthesis of 16 involved a stereoselective coupling of phenyl 2, ...