Abstract

Abstract Three representative spirostanol saponins that have typical structure of the sugar moiety, diosgenyl 2,3-di-O-α-l-rhamnopyranosyl-β-d-glucopyranoside, diosgenyl 2,4-di-O-α-l-rhamnopyranosyl-β-d-glucopyranoside (dioscin), and diosgenyl 2,6-di-O-α-l-rhamnopyranosyl-β-d-glucopyranoside, were synthesized in a facile way. An approach to selectively mask the C3-hydroxyl of diosgenyl 4,6-O-benzylidene β-d-glucopyranoside was described. A procedure using cerium(IV) ammonium nitrate for selective removal of tert-butyldimethylsilyl group while retaining levulinyl group is afforded.

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