28507-02-0Relevant articles and documents
Zamecnik et al.
, p. 679,680, 681 (1977)
Preparation method of (3beta, 15alpha)-dihydroxyl-14beta-phenylamino or benzylaminoandrostane-17-ketone
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Paragraph 0026; 0028; 0029, (2018/07/30)
The invention belongs to the field of chemical synthesis and relates to a preparation method of (3beta, 15alpha)-dihydroxyl-14beta-phenylamino or benzylaminoandrostane-17-ketone. The preparation method comprises the following steps of: utilizing natural steroid epiandrosterone as a raw material to react with copper bromide, then removing hydrogen bromide to obtain alkene, separating the obtained (3beta)-hydroxyl-androstane-14(15)-diene-17-ketone to react with MMPP, and obtaining an intermediate (3beta)-hydroxyl-14, 15-epoxy androstane-17-ketone; under the action of an acetic acid medium, usingphenylamine or benzylamine to carry out ring opening on epoxy units of the intermediate (3beta)-hydroxyl-14, 15-epoxy androstane-17-ketone, and obtaining a target compound. The product prepared by the invention has a carbonyl structure unit on a steroid rigid framework, and the structure units such as 14beta-NHPh or 14beta-NHCH2Ph and 15alpha-OH and the like play an important role in biological activity.
An efficient synthesis of 3β,14β-dihydroxy-5α-androst-15-en-17-one
Qing, Xushun,Guo, Yayun,Shan, Xiaojie,Ding, Yue,Gao, Qi,Li, Yang,Wang, Cunde
, p. 325 - 329 (2017/06/19)
An efficient four-step method has been developed for the synthesis of 3β,14β-dihydroxy-5α-androst-15-en-17-one from a common androstane derivative. The X-ray crystal structures of the alkenes, the epoxide and the 14-hydroxy compound have been determined.