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Steroide und Sexualhormone 256. Mitteilung 1. Quassinoide Bitterstoffe I 1‐Oxo‐2‐methoxy‐4α‐methyl‐17β‐hydroxy‐Δ 2 ‐5α‐androsten als Modell für den Ring A des Quassins
Author(s) -
Jörg Koch Hans,
Pfenninger Hans,
Graf Walter
Publication year - 1975
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.19750580625
Subject(s) - chemistry , ring (chemistry) , stereochemistry , sequence (biology) , medicinal chemistry , organic chemistry , biochemistry
Starting from 3‐oxo‐17β‐hydroxy‐Δ 1 ‐5α‐androstene (2b) the preparation of 1‐oxo‐2‐methoxy‐4α‐methyl‐17β‐hydroxy‐Δ 2 ‐5α‐androstene (9), a compound with the ring A structure of quassine (1) is described. The key problem of the reaction sequence is shown to be the monomethylation at C(4).