Abstract

Condensation of 2,3,4-tri- O-benzyl-α- l-fucopyranosyl bromide with benzyl 2-acetamido-3,6-di- O-benzyl-α- d-glucopyranoside in dichloromethane- N, N-dimethyl-formamide, in the presence of tetraethylammonium bromide, diisopropylethylamine, and molecular sieve (halide ion-catalyzed reaction), gave benzyl 2-acetamido-3,6-di- O-benzyl-2 deoxy-4- O- (2,3,4-tri- O-benzyl-α- l-fucopyranosyl)-α- d-glucopyranoside in crystalline form in 82% yield. Hydrogenolysis of the benzyl groups gave the title disaccharide, in crystalline form in 90% yield, which was characterized by a crystalline peracetylated α- d derivative.

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