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Steroide und Sexualhormone 242. Mitteilung [1] herstellung von 14β‐hydroxy‐20‐keto‐δ 16 ‐steroiden: Ein neuer ergiebiger zugang zu 3‐O‐methyl‐17α, 20ξ‐tetrahydrobatrachotoxinin A
Author(s) -
Gössinger Frl. E.,
Graf W.,
Imhof R.,
Wehrli H.
Publication year - 1971
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.19710540844
Subject(s) - chemistry , epoxide , yield (engineering) , stereochemistry , medicinal chemistry , organic chemistry , catalysis , materials science , metallurgy
A novel method for the reductive epoxide opening in a 14β, 15β‐epoxy‐20‐oxo‐Δ 16 ‐pregnene 4 affords an almost quantitative yield of the 14β‐hydroxy‐20‐oxo‐Δ 16 ‐pregnene 5. This leads to a considerable improvement of the formerly published synthesis of 3‐O‐methyl 17 α, 20ξ‐tetrahydrobatrachotoxinin A ( 2 ) [3].