On Steroidal Sapogenins. VII. Huang-Minlon Reduction of 11-Oxospirostanol Derivatives.
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概要
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In order to clarify the effect of hydroxyls in 2-and 3-position on the progress of the Huang-Minlon reduction of metagenone, the Huang-Minlon reduction was carried out on 2,3-dihydroxy-, 2-hydroxy-, and 3-hydroxy-25D, 5β-and 5α-spirostan-11-one, using tigogenone and hecogenin as comparative controls. It was thereby found that (1) reduction of ketone groups in 3-and 12-positions progresses 100%, (2) the reduction progresses in fairly high yield (69〜100%) in the case of 2,3-dihydroxy-and 2-hydroxy-11-oxo compounds, and (3) in the case of 3-hydroxy-11-oxo compounds, the reaction hardly progresses with the exception of 3β-hydroxy-25D, 5α-spirostan-11-one. Reason for the ease or difficulty in the reduction of these substances cannot be explained fully as yet.
- 公益社団法人日本薬学会の論文
- 1962-05-25
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関連論文
- Studies on the Steroidal Components of Domestic Plants. XXX. Structure of Nogiragenin, a 'New Sapogenin isolated from Metanarthecium luteo-viride MAXIM.
- On Steroidal Sapogenins. II. Synthesis of Some 7-Oxygenated 5β, 25D-Spirostanes.
- チアツオール誘導体の研究-3-
- On Steroidal Sapogenins. VII. Huang-Minlon Reduction of 11-Oxospirostanol Derivatives.
- On Steroidal Sapogenins. VI. Synthesis of 11-Oxygenated Spirostanes. (4).
- On Steroidal Sapogenins. V. Synthesis of 11-Oxygenated Spirostanes. (3).