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Synthesis of 15α, 15β, 21, 21, 21− 3 H 5 ‐pregn‐5‐en‐3β‐ol‐20‐one
Author(s) -
Ranzi B. M.,
Ronchetti F.,
Russo G.
Publication year - 1971
Publication title -
journal of labelled compounds
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0022-2135
DOI - 10.1002/jlcr.2590070407
Subject(s) - labelling , chemistry , base (topology) , stereochemistry , medicinal chemistry , organic chemistry , biochemistry , mathematics , mathematical analysis
The readily accessible pregna‐5,16‐dien‐3 β‐ol‐20‐one (1) was transformed into 3β‐acetoxy‐pregna‐5,17‐dien‐20‐isopropoxy‐16‐one (9). This compound was labelled by base‐catalyzed isotopic exchange and then reconverted into labelled pregna‐5,16‐dien‐3β‐ol‐20‐one (13). Hydrogenation of this last one furnished the title compound (14). The labelling extent in the 15α,15β and 21 positions was determined by combined chemical and microbiological methods.