Synthese von 4‐[3β, 14‐Dihydroxy‐5β, 14β‐androstan‐17β‐yl]‐3‐pyrrolin‐2‐on (Hothesimogenin). Partialsynthetische Versuche in der Reihe der Herzgifte, 11. Mitteilung

Abstract

Synthesis of 4-[3/J, 14-Dihydroxy-5/?, 14/?-androstan-17~-ylj-3-pyrroiin-2-one (hothesimogenin) SummaryWe describe the synthesis of 4-[3p, 14-Dihydroxy-5P, l4g-androstan-17/l-yl]-3-pyrrolin-2-one (24-aza-24-desoxa-digitoxigenin) (7), starting from 3-0-acetyldigitoxigenin (1). I) 10.Mitt. siehe [I]. 2)uber die Pharmakologie von 7 wird an anderer Stelle berichtet werden

Replacement of the butenolide moiety of digitoxigenin by cyclic Michael acceptor systems

“…This paper describes our efforts to synthesize the digitoxigenin analogues lb-g, Ij, and 11-0 bearing 5-or 6-membered conjugated unsaturated systems at C-17. After this study was commenced (1975), several publications (5)(6)(7) describing the synthesis of certain lactam analogues of cardioactive steroids have appeared. Where overlap has occurred, the results described herein agree well with those alreadv re~orted.…”