Journal
CARBOHYDRATE RESEARCH
Volume 338, Issue 8, Pages 721-727Publisher
ELSEVIER SCI LTD
DOI: 10.1016/S0008-6215(03)00004-1
Keywords
spirostanol glycosides; glycosylation; gracillin; dioscin; guanidine
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Two representative spirostanol saponins that have the typical structure for the sugar moiety, diosgenyl alpha-L-rhamnopyranosyl-(1 --> 2)-[beta-D-glucopyranosyl-(1 --> 3)]-beta-D-glucopyranoside (gracillin) and diosgenyl alpha-L-rhamnopyranosyl-(1 --> 2)-[alpha-L-rhamnopyranosyl-(1 --> 4)]-beta-D-glucopyranoside (dioscin), were easily synthesized by a general approach. A procedure using guanidine for the selective deblocking of acetyl while retaining benzoyl protecting groups is described. (C) 2003 Elsevier Science Ltd. All rights reserved.
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