Author:
Gupta Virendra N.,Ehrenstein Maximilian
Abstract
Strophanthidol (1) was converted into 3β,19,21-triacetoxy-5,14-dihydroxy-5β,14β-pregnan-20-one (7) which by treatment with methylmagnesium bromide gave a mixture of the two C-20 epimers of 3β,5,14,19,20,21-hexahydroxy-bisnor-5β,14β-cholane (8). Oxidation of 8 with sodium periodate yielded the amorphous 3β,5,14,19-tetrahydroxy-5β,14β-pregnan-20-one (9) which was characterized as the crystalline 3,19-diacetate (10). Selective oxidation of 9 with N-bromoacetamide, followed by dehydration of the reaction product 11 gave 14,19-dihydroxy-14β-progesterone (12) which was characterized as the 19-monoacetate (13).Compound 12 was found to be devoid of progestational and antiprogestational activity.
Publisher
Canadian Science Publishing
Subject
Organic Chemistry,General Chemistry,Catalysis
Cited by
1 articles.
订阅此论文施引文献
订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献