The Constituents of the Ovaries of Globefish. V

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  • Preparation of a Hydrocarbon, C<sub>54</sub>H<sub>82</sub>, from Cholesteryl Tosylate, and the Identification of the Hydrocarbon, C<sub>54</sub>H<sub>82</sub>, obtained from various Sources

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Tsuda and the others previously obtained a hydrocarbon, C54H82, by treating ethereal solution of cholesterol dibromide with bromine. Hefez also obtained the same hydro-carbon from Δ6-isocholestadiene, and Ottke, from cholesteryl acetate, both by the reaction of N-bromosuccinimide. The present workers followed these experiments and confirmed that the hydrocarbon, C54H82, obtained from these three different sources, was an identical substance. The present workers also obtained a very pure hydrocarbon by the reaction of cholesteryl tosylate and N-bromosuccinimide. Although the yield was rather poor, it was found that the same hydrocarbon can also be obtained from isocho-lesteryl methyl ether and N-bromosuccinimide. This hydrocarbon possesses six double bonds and can be represented by a bicholestatriene structure although the bonding position of the two cholestatriene molecules and the position of the double bonds are still undetermined. It was further confirmed that the reaction of Δ6-isocholestadiene and N-bromosuccinimide yielded 7-dehydrocholesterol as well as the hydrocarbon, C54H82, in question.

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  • 薬学雑誌

    薬学雑誌 72 (2), 182-186, 1952

    公益社団法人 日本薬学会

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