Studies on Aconitum Species. XV. Deoxygenation Reaction of Aconitine Type Alkaloids
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概要
- 論文の詳細を見る
Mesaconitine (1) in tetrahydrofuran reacted with sodium hydride, a catalytic amount of imidazole, carbon disulfide and methyl iodide at room temperature to give the di-O-(S-methyl)thiocarbonate (5). The reductive cleavage of 5 with tri-n-butyltin hydride gave isodelphinine (3) in a high yield of 83%. The exact same reactions of aconitine (2) and jesaconitine (6) gave penduline (4) and 3,13-dideoxyjesaconitine (7) in 85 and 86% yields, respectively. The same reactions in diethylether, in place of tetrahydrofuran, gave the 3-deoxy compounds, hypaconitine (9), deoxyaconitine (10) and deoxyjessaconitine (11), in yields of 87,88 and 85%, respectively. When the same reaction as used for the syntheses of the 3,13-dideoxy compounds was done at refluxing temperature, 3,13,15-trideoxy compounds, that is, 3,13,15-trideoxymesaconitine, 3,13,15-trideoxyaconitine and 3,13,15-trideoxyjesaconitine, were obtained in yields of 83,83 and 88%, respectively.
- 社団法人日本薬学会の論文
- 1991-11-25
著者
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坂東 英雄
Hokkaido Institute of Pharmaceutical Sciences
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川原 徳夫
Hokkaido Institute of Pharmaceutical Sciences
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川原 徳夫
北海道薬大
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盛 孝男
Research Sections Sanwa Shoyaku Co. Ltd.
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村山 光雄
Research Sections, Sanwa Shoyaku Co., Ltd.,
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坂東 英雄
北海道薬科大学
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村山 光雄
三和生薬(株)
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村山 光雄
Research Section Sanwa Shoyaku Co. Ltd.
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板東 英雄
北海道薬科大学
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