Synthesis of Multideuterated Dehydroepiandrosterone and Related 16,17-Ketols
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概要
- 論文の詳細を見る
Two synthetic routes leading to C-2,C-4 and C-6 deuterium-labeled dehydroepiandrosterone have been developed. d_4-Dehydroepiandrosterone was prepared from testosterone by way of the 2,2,4,6-d_4-Δ^<3,5>-dien-3-ol acetate. Alternatively, synthesis of d_5-dehydroepiandrosterone was carried out employing 3β-hydroxy-5α-androstane-6,17-dione silyl ether as a key intermediate. Deuterium labeling was attained by reduction of the 6-oxo group with lithium aluminum deuteride and perdeuteration of active methylene groups adjacent to the 3-oxo group. In addition, d_5-dehydroepiandrosterone was transformed into the epimeric 16-hydroxy-17-ketones and 17β-hydroxy-16-ketone.
- 公益社団法人日本薬学会の論文
- 1978-07-25
著者
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細田 宏
Pharmaceutical Institute Tohoku University
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南原 利夫
Pharmaceutical Institute Tohoku University
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岩沼 智恵子
Pharmaceutical Institute Tohoku University
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