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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Carnaubadiol, a triterpene from carnauba wax

CS Barnes, MN Galbraith, E Ritchie and WC Taylor

Australian Journal of Chemistry 18(9) 1411 - 1422
Published: 1965

Abstract

By chemical and spectroscopic methods, carnaubadiol, C31H54O2, a constituent of carnauba wax, was shown to contain one secondary and one tertiary hydroxyl group, and one isopropenyl group. A series of degradative reactions yielded a heptanorketone, identical with the known 3β-acetoxyhexanordammaran-20-one, previously obtained from dammarenediol. The structure and configuration of the side-chain were established by oxidation of dihydrocarnaubadiol to the known (-)-(S)-5,6-dimethylheptan-2-one. Carnaubadiol was thus shown to be 24β-methyl- dammar-25-ene-3β,20ξ-diol.

https://doi.org/10.1071/CH9651411

© CSIRO 1965

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