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Über Steroide. 116. Mitteilung. Abbau der Gallensäuren‐Seitenkette XIII. Eine vereinfachte Darstellung von Δ 20,22;23 ‐21‐Brom‐choladienen
Author(s) -
Heer J.,
Wettstein A.
Publication year - 1953
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19530360420
Subject(s) - chemistry , succinimide , side chain , yield (engineering) , stereochemistry , medicinal chemistry , organic chemistry , materials science , metallurgy , polymer
By treating a Δ 23 ‐24, 24‐diphenyl‐cholene with 2 moles of N‐bromo‐succinimide in allylbromide the corresponding Δ 20,22;23 ‐21‐bromo‐24, 24‐diphenyl‐choladiene is obtained directly in a 70% yield. Thus three of the usual reactions in the side chain degradation of bile acids to adrenal cortical hormones are concentrated into one, experimentally very simple step. Some conversions connected with this reaction are described.