Synthesis of Pennogenyl Saponins via Three Methods

Chem. J. Chinese Universities

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Synthesis of Pennogenyl Saponins via Three Methods

ZHANG Shou-Qin, ZHANG Jin-Song, WANG Chang-Zheng

College of Biology and Agricultrue Engineering, Jilin University, Changchun 130025, China

Received:2006-04-17 Revised:1900-01-01 Online:2007-03-10 Published:2007-03-10
Contact: ZHANG Shou-Qin

Abstract

Abstract: The pennogenyl saponins(7—12) were synthesized by using three important methods of glycosylation. As donors(1—6), glycosyl halide, trichloroimidate and thioglycoside were chosen to react with the acceptor pennogenin to investigate the results of these reactions. In these reactions the difference of steric hindrance between 3-OH and 17-OH of pennogenin was utilized skillfully and only 3-hydroxyl group of pennogenin could be connected with each kind of donors selectively and there was no reaction at 17-hydroxyl group which had no protection. The characteristic above makes it convenient to synthesize the compounds of pennogenyl saponins.

Key words: Pennogenyl saponin, Pennogenin, Synthesis, Glycosylation, Selectivity

CLC Number:

O629

TrendMD:

ZHANG Shou-Qin, ZHANG Jin-Song, WANG Chang-Zheng. Synthesis of Pennogenyl Saponins via Three Methods[J]. Chem. J. Chinese Universities, doi: .

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Synthesis of Pennogenyl Saponins via Three Methods

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