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A novel chemical synthesis and carbon-13 nuclear magnetic resonance spectral properties of cholest-4-ene-3,6-dione

✍ Scribed by Edward J. Parish; Stephen A. Kizito; Jian Peng; Robert W. Heidepriem; Peter Livant

Publisher: Elsevier Science
Year: 1995
Tongue: English
Weight: 331 KB
Volume: 76
Category: Article
ISSN: 0009-3084
DOI: 10.1016/0009-3084(94)02434-7

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✦ Synopsis

This paper pre,;ents a novel method for the chemical synthesis of cholest-4-ene-3,6-dione, which is a naturally occurring steroid and a potential intermediate in steroid chemistry. Pyridinium chlorochromate (PCC) in refluxing benzene has been found to be an effective and convenient reagent for the oxidation and concomitant isomerization of cholest-AS-en-3B-ol 3-tetrahydropyranyl ether (cholesterol tetrahydropyranyl ether) to cholest-4-ene-3,6-dione in high yield. Also described are the carbon-13 nuclear magnetic resonance spectral properties of cholest-4-ene-3,6-dione.

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