Analytical Chemical Studies on Steroids. XX. Zimmermann Reaction and Deuterium Exchange Reactivity of Oxosteroids and Related Compounds
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概要
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The relationship between Zimmermann reaction and base-catalyzed deuterium exchange reactivity of 16- and 17-oxosteroids together with some simple ketones has been investigated. With regard to the simple ketones such as cyclopentanone (I), cyclohexanone (II) and diethyl ketone (III) the sequential order of the deuterium exchange activity was found to be in qualitative agreement with that of the rate of Zimmermann reaction as follows : I>II≈III. The Zimmermann complex derived from cholestan-3-one, mp178-180°, was isolated and assigned to the structure of 2α-(2,4-dinitrophenyl) cholestan-3-one on the basis of the nuclear magnetic resonance spectrum. The spectroscopic properties of Zimmermann complexes produced from the cyclic ketones are also described.
- 公益社団法人日本薬学会の論文
- 1968-12-25
著者
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南原 利夫
Pharmaceutical Institute, Tohoku University
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大西 柾子
National Cancer Center Research Institute
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加藤 元彦
Research And Development Division Kikkoman Corporation
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加藤 元彦
Faculty of Pharmaceutical Sciences, University of Tokyo
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南原 利夫
Pharmaceutical Institute Tohoku University
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