2-および3-オキソステロイドの酸素酸化反応(第2報) : 3-オキソステロイド類の塩基性溶液中における酸素酸化反応
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概要
- 論文の詳細を見る
In the oxidation reactions of 3-oxo-steroids with oxygen in a basic solution, the effect of various substituents in B and C rings was examined by product analyses and by ESR measurements. 3-Oxo-5α-steroids themselves produced only 2,3-diketones although Δ^3-semidiones were observed along with Δ^2-semidiones in the ESR spectra. Introduction of 11-oxo, 11-methylene, 11β-methyl, Δ^<7 (8)>, or Δ^<9 (11)> group into 3-oxo-5α-steroids gave 3,4-diketones together with 2,3-diketones, but the substituent effect of 11α-hydroxyl 11α-methyl-11β-hydroxyl, Δ^<9 (11)>-11-methyl, Δ^<6 (7)>, Δ^<11 (12)>, Δ^<11 (12)>-12-methyl, or 12-meth-ylene group was not observed significantly. 25D.5β-Spirostan-3-one (XLVIII) afforded only the 3,4-diketone and no substituent effect was observed by introducing an oxo group into the C-11 position of (XLVIII). In the ESR measurements the concentrations of Δ^2-semidiones and Δ^3-semidiones changed with time and the ratios of the maximum concentration corresponded to the product ratios. The long range effect of these substituents can be interpreted in terms of"conformational transmission"based on the direction of enolation in the A rings.
- 社団法人日本薬学会の論文
- 1976-07-25
著者
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武田 健一
Shionogi Research Laboratory Shionogi & Co. Ltd.
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武田 健一
塩野義製薬(株)
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武田 健一
塩野義製薬株式会社研究所
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中島 重勝
塩野義製薬株式会社研究所
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小中 隆盛
塩野義製薬株式会社研究所
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武田 健一
Research Laboratory Shionogi & Co. Ltd.
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武田 健一
塩野義研
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Takeda Ken'ichi
Shionogi Research Laboratory Shionogi & Co. Ltd.
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小中 隆盛
塩野義製薬 (株) 研究所
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