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Chinese Chemical Letters

A convenient synthesis of 2β, 3α-dihydroxyurs-12-en-28-oic acid as a natural diastereoisomer of corosolic acid

SS Wang, LJ Luo, ZG Gao, TW Guan, WJ Zhao

文献索引:Wang, Shi-Sheng; Luo, Li-Juan; Gao, Zhi-Gang; Guan, Tong-Wei; Zhao, Wei-Jie Chinese Chemical Letters, 2013 , vol. 24, # 7 p. 617 - 618

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摘要

2β, 3α-Dihydroxyurs-12-en-28-oic acid (6) is a naturally occurring diastereoisomer of corosolic acid with glycogen phosphorylase inhibitory activity. A new strategy for the semi- synthesis of 6 was developed. Using the commercially available ursolic acid (1) as the starting materials, 6 was synthesized through five facile reactions with a high stereoselectivity and an overall yield of 47.3%. The structure of 6 was confirmed by optical ...