Steroids

A new simple and high-yield synthesis of 5α-dihydrotestosterone (DHT), a potent androgen receptor agonist

P Purushottamachar, VCO Njar

Index: Purushottamachar, Puranik; Njar, Vincent C.O. Steroids, 2012 , vol. 77, # 14 p. 1530 - 1534

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Citation Number: 4

Abstract

Abstract We have devised an efficient procedure for the synthesis of 5α-dihydrotestosterone (DHT)(1) starting from 3β-hydroxy-5α-androstan-17-one, providing the product in unprecedented 82% yield. A reported method of using toxic Jones reagent is replaced by milder oxidizing agent (NMO/TPAP) in the synthesis of a key intermediate 17β-[(tert- butyldimethylsilyl) oxy]-5α-androstan-3-one (18). This new procedure is simple, does not ...

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