1‐Methyl‐Δ1.3.5(10)‐östratriendiol‐(4.17β) und 1‐Methyl‐Δ1.3.5(10)‐östratriendiol‐(2.17β)
- 7 April 1966
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 692 (1) , 180-193
- https://doi.org/10.1002/jlac.19666920121
Abstract
Nitrierung von 1‐Methyl‐Δ1.3.5(10)‐östratrienol‐(17β)‐acetat (1) führt zu einem Gemisch der 2‐Nitro‐ und 4‐Nitro‐Verbindung (2, 3); die entsprechenden Amine (4 bzw. 5) lassen sich durch Diazotieren, Verkochen und Verseifen in 1‐Methyl‐Δ1.3.5(10)‐östratriendiol‐(2.17β) (8) und ‐diol‐(4.17β) (9) überführen, deren östrogene Wirksamkeit untersucht wird. — Versuche, 1‐Methyl‐4‐hydroxy‐Δ1.3.5(10)‐trien‐steroide aus Δ1.4‐Dienon‐(3)‐Verbindungen mit einer Sauerstoff‐Funktion an C‐4 durch Reduktion und Dienol‐Benzol‐Umlagerung oder aus Δ2‐Enon‐(4)‐steroiden über das Oxim durch Semmler‐Wolff‐Aromatisierung darzustellen, verliefen negativ.Keywords
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