Synthesis of Glucose-Containing Linear Oligosaccharides Having α(1->4) and α(1->6) Linkages Using Stereoselective Dehydrative Glycosylation

Article abstract of DOI:10.1246/bcsj.68.2331

Glycogen-storage-disease-relating linear tetra-, hexa-, and octasaccharides of D-glucose having α(1->4) and α(1->6) linkages were synthesized using a stereoselective dehydrative glycosylation with a reagent mixture of p-nitrobenzenesulfonyl chloride, silver trifluoromethanesulfonate, N,N-dimethylacetamide, and triethylamine.A cross-condensation of a quasi-stoichiometric amount of a donor and an acceptor of an octasaccheride, followed by deprotection, afforded a glucohexadecasaccharide.