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Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Steroids

Reich, Hans J. and Jautelat, Manfred and Messe, Mark T. and Weigert, Frank J. and Roberts, John D. (1969) Nuclear Magnetic Resonance Spectroscopy. Carbon-13 Spectra of Steroids. Journal of the American Chemical Society, 91 (26). pp. 7445-7454. ISSN 0002-7863. https://resolver.caltech.edu/CaltechAUTHORS:20151013-145410498

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Abstract

The natural abundance ^(13)C resonance spectra of a variety of sterols and steroidal hormones have been determined at 15.1 MHz. The chemical shifts of the carbons in these substances were found to span on the order of 200 ppm and for most steroids with the aid of complete proton decoupling it was possible to resolve all of the carbon resonances one from the other. It has also been possible by using specific single-frequency and off-resonance proton decoupling, hydroxyl acetylation effects on chemical shifts, deuteration, and substituent influences in analogous compounds to make self-consistent and unambiguous assignments of nearly all of the resonances encountered. The carbon resonances are in general far more informative than proton resonances for structural analysis of steroids.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1021/ja01054a037DOIArticle
http://pubs.acs.org/doi/abs/10.1021/ja01054a037PublisherArticle
Additional Information:© 1969 American Chemical Society. Received June 30, 1969. Supported in part by the Public Health Service, Research Grant 11072-06 from the Division of General Medical Sciences, and the National Science Foundation. National Research Council of Canada Postdoctoral Fellow, 1968-1969. Participant in the Undergraduate Research Program of the National Science Foundation, National Science Foundation Predoctoral Fellow, 1965- 1968.
Funders:
Funding AgencyGrant Number
U.S. Public Health Service (USPHS)GM-11072-05-06
NSFUNSPECIFIED
National Research Council of CanadaUNSPECIFIED
NSF Undergraduate Research ProgramUNSPECIFIED
National Science Foundation predoctoral fellowshipUNSPECIFIED
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Caltech Gates and Crellin Laboratories of Chemistry3889
Issue or Number:26
Record Number:CaltechAUTHORS:20151013-145410498
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20151013-145410498
Official Citation:Nuclear magnetic resonance spectroscopy. Carbon-13 spectra of steroids Hans J. Reich, Manfred Jautelat, Mark T. Messe, Frank J. Weigert, and John D. Roberts Journal of the American Chemical Society 1969 91 (26), 7445-7454 DOI: 10.1021/ja01054a037
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:61067
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:14 Oct 2015 19:18
Last Modified:03 Oct 2019 09:03

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