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

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.

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