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Synthesis of β-D-glucopyranosyl(1→3)-1-thiol-β-glucosamine disaccharide derivative as building block for the synthesis of hyaluronic acid
Journal article

Synthesis of β-D-glucopyranosyl(1→3)-1-thiol-β-glucosamine disaccharide derivative as building block for the synthesis of hyaluronic acid

Chun-Cheng Lin, Tzu-Sui Hsu, Kuo-Cheng Lu and I.-Ting Huang
Journal of the Chinese Chemical Society, Vol.47(4 B), pp.921-928
2000

Abstract

2,3-Di-O-benzoyl-6-O-tert-butyldiphenylsilyl-4-O-levulinyl-α/β-D- glucopyranosyl trichloroacetimidate Hyaluronic acid p-Methylphenyl 2-deoxy-4,6-O-isopropylidene-2-(2,2,2-trichloroethoxycarbonyl amino)-1-thio-β-D-glucopyranoside Chemistry (all)
A practical synthetic method for the title disaccharide 2 is described. Glycosylation using thioglycoside as acceptor and glycosyl imidate as donor was performed with trimethylsilyltriflate as the promoter.

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