First total synthesis of 25(R)-ruscogenin-1-yl β-D-xylopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranoside, an Ophiopogonis saponin from the tuber of Liriope muscari (Decne.)

Article abstract of DOI:10.1016/S0040-4039(97)10536-6

The first total synthesis of 25(R)-ruscogenin-1-yl β-D-xylopyranosyl-(1→3)-[β-D-glucopyranosyl-(1→2)]-β-D-fucopyranoside (1), an Ophiopogonis saponin with strong anti-inflammatory and immunopharmacological activities from the tuber of Liriope muscari (Decne.), is described. The glycosylation of a highly hindered alcohol by Schmidt's 'inverse procedure' is demonstrated.