Synthesis of Epoxidized 6-Stigmasterones

Chinese Journal of Applied Chemistry ›› 1994, Vol. 0 ›› Issue (3): 89-91.

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Synthesis of Epoxidized 6-Stigmasterones

Song Liudong, Xie Jinlun, Zhang Hongbin

Department of Chemistry, Yunnan University, Kunming 650091

Received:1993-07-14 Revised:1994-02-01 Published:1994-06-10 Online:1994-06-10

Abstract

Abstract: α,3α-Diacetoxy-22R,23R-epoxy-6-stigmasterone(3)and 2α,3α-epoxy-22R,23R-epoxy-6-stigmasterone(4)were synthesized in high yield and selectivity from stigmasterol via peroxybenzoic acid oxidation of the double bonds which were introduced by modification of A/B rings in stigmasterol.The both epoxidized compounds easily gave 2α,3α,22R,23R-tetraacetoxy-6-stigmasterone by treatment with HBr-HOAc and H₂O-HOAc.

Key words: stigmasterol, epoxidization, tetraacetoxystigmasterone, synthesis

Song Liudong, Xie Jinlun, Zhang Hongbin. Synthesis of Epoxidized 6-Stigmasterones[J]. Chinese Journal of Applied Chemistry, 1994, 0(3): 89-91.

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Synthesis of Epoxidized 6-Stigmasterones

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