ISSN:
0749-1581
Keywords:
Tetsuko Ishii
;
Masaru Yanagisawa
;
600-MHz
;
1H NMR
;
13C NMR
;
Testosterones
;
Steroids
;
Chemistry
;
Analytical Chemistry and Spectroscopy
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Complete sets of 1H chemical shifts and spin coupling constants of testosterone and 17α-methyltestosterone were determined by analysis of the 600 MHz 1H NMR spectra. The spin coupling constants of the two compounds have similar values, but the substitution of a methyl group at the 17α-position changes the 1H chemical shifts of some protons on the C and D rings: low-field shifts for H-12α, H-14α and H-16α and high-field shifts for H-12β and H-16β. The two-dimensional 1H-1H COSY and NOESY methods were used for unambiguous assignments, including those for the signals of H-16α and H-16β which are interchanged in the present paper from the assignment reported previously. Two-dimensional 1H-13C shift correlated spectroscopy was also used to complement the 1H and 13C assignments. The effect on the 13C chemical shifts of methyl substitution at the 17α-position is briefly discussed.
Additional Material:
3 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/mrc.1260280311
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