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An efficient glycosylation reaction for the synthesis of asialo GM2 analogues
Journal article   Peer reviewed

An efficient glycosylation reaction for the synthesis of asialo GM2 analogues

Bin Sun, Aliaksei V. Pukin, Gerben M. Visser and Han Zuilhof
Tetrahedron letters, Vol.47(41), pp.7371-7374
09/10/2006
DOI: https://doi.org/10.1016/j.tetlet.2006.08.008

Abstract

Chemistry Chemistry, Organic Physical Sciences Science & Technology
We investigated the coupling reaction of glycosyl donors N-trichloroethoxycarbonyl-galactosamine-O-trichloroacetimidate (2a) and N-p-nitrobenzyloxycarbonyl-galactosamine-O-trichloroacetimidate (2b) with the 4'-OH of lactose derivatives (3a-d) to synthesize key intermediates of asialo GM2 analogues, and found that the glycosylation yield with 2a was 90% or more in all investigated cases. (c) 2006 Elsevier Ltd. All rights reserved.

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