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Syntheses with stable isotopes: Synthesis of deuterium and 13C labeled bile acids

✍ Scribed by D. L. Hachey; P. A. Szczepanik; O. W. Berngruber; P. D. Klein

Publisher: John Wiley and Sons
Year: 1973
Tongue: French
Weight: 448 KB
Volume: 9
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.2590090412

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✦ Synopsis

Abstract

A series of 5β‐cholanic acids labeled with deuterium in the A ring were prepared by exchange labeling of the corresponding ketone by column chromatography on deuterated alumina. Factors affecting yield and labeling efficiency are discussed. 5β‐Cholanic acids labeled with ^13^C in the carboxyl position were prepared by treatment of the corresponding 23‐chloro‐24‐norcholane with sodium cyanide‐^13^C followed by alkaline hydrolysis of the nitrile. The intermediates in the synthesis were characterized by high resolution NMR spectroscopy. Mass spectra are also reported for the ^13^C labeled products.

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