Premium
Labeled steroids of potential biological interest: Synthesis and properties of 18 0‐labeled 17 α‐hydroperoxypro‐gesterone
Author(s) -
Falardeau Pierre,
Tan Liat
Publication year - 1974
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.2590100208
Subject(s) - chemistry , mass spectrum , spectral line , oxygen , sequence (biology) , spectral analysis , analytical chemistry (journal) , mass spectrometry , stereochemistry , organic chemistry , chromatography , spectroscopy , physics , biochemistry , astronomy , quantum mechanics
18 Oxygen labeled 17α‐hydroperoxyprogesterone has been synthesized via a 3‐step reaction sequence in an all‐glass, high vacuum transfer system. The hydroperoxidation reaction was found to proceed smoothly only, when an adequate oxygen pressure in the reaction vessel is maintained. Comparisons are made between the mass spectral fragmentations of the ordinary 16 O, and the isotopically labeled 18 0–17α‐hydroperoxyprogesterones. Their NMR‐spectra display a splitting of the 18‐, and 31‐methyl signals, probably due to the coexistence of two finite conformations of the acetyl side‐chain.