Steroids and related products. LII. 11-Aza steroids. Part IV. The synthesis of 11-aza 9α-steroids. II. The synthesis of 11-aza-4, 5α-dihydrotestosterone

M Gumulka, IH Ibrahim…

Index: Gumulka; Ibrahim; Boncza-Tomaszewski; Engel Canadian Journal of Chemistry, 1985 , vol. 63, # 3 p. 766 - 772

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Citation Number: 16

Abstract

An efficient synthesis from adrenosterone or 11α-hydroxytestosterone of 17β-hydroxy-11- aza-5α-androstan-3-one, the 11-aza analogue of dihydrotestosterone, is described. For the elaboration of the 11-aza structure, a pathway implying a Curtius-type rearrangement of a 9, 11-seco 9-oxo 11-acid was employed.