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Updated: Feb 11, 2026

Synthesis of Indoxyl-glycosides for Detection of Glycosidase Activities
Published on: May 27, 2015
The 2-N,N-Dibenzylamino Group as a Participating Group in the Synthesis of β-Glycosides
1Department of Chemistry, University of Alberta, Edmonton, Alberta, T6G 2G2 (Canada), Fax: (+1) 403-492-7705.
Abstract:
The novel glycosyl donor 2-N,N-dibenzylaminothioglycoside 1 reacts with glycopyranoside alcohols 2, presumably via intermediate 3, to provide 1,2-trans-linked disaccharides 4 in high yield (78-86 %) and with high stereoselectivity. The N-benzyl protecting groups are readily cleaved under normal hydrogenolysis conditions, facilitating the synthesis of oligosaccharides with free amino groups.
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