Totalsynthetische Untersuchungen an Steroiden. V. Reduktion von rac-17-Methoxy-D-homo-18-nor-androsta-4,8,13,15,17-pentaen-3-on mit Lithium in flussigem Ammoniak.
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概要
- 論文の詳細を見る
Das zur Totalsynthese der Steroide sehr wichtige Zwischenprodukt, namlich rac-3β-Hydroxy-D-homo-18-nor-5α-androst-13(17a)-en-17-on (Va) wurde aus tetracyclischem Keton (III) auf einer Stufe durch Lithium-Alkohol-Ammoniak-Reduktion nach der Wilds-Nelson'schen Art hergestellt. Es wurde noch festgestellt, daβ das dabei als Nebenprodukt entstandene Produkt ein an C_8 und C_<14> epimeres Raumisomer (VIa) darstellt. Dihydro-sowie Tetrahydroverbindungen mit dem Anisolgerust, die sich alle als Zwischen-produkte zum (Va) sowie (VIa) bei dieser Reduktion ansehen lieβen, wurden hergestellt und deren Strukturen sowie raumliche Anordnungen wurden ermittelt. Ferner wurde der Mechanismus betreffs der Metall-Ammoniak-Alkohol-Reduktion von Styroltypen-Verbindungen diskutiert.
- 社団法人日本薬学会の論文
- 1961-10-25
著者
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永田 亘
Forschungslaboratorium, Shionogi & Co., AG.
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平井 章一
Forschungslaboratorium, Shionogi & Co., AG.
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武田 健一
Forschungslaboratorium, Shionogi & Co., AG.
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寺沢 唯夫
Forschungslaboratorium, Shionogi & Co., AG.
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永田 亘
Shionogi Research Laboratories Shionogi & Co. Ltd.
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武田 健一
Research Laboratory Shionogi & Co. Ltd.
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平井 章一
Shionogi Research Laboratories Shionogi & Co. Ltd.
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寺沢 唯夫
Shionogi Research Laboratories Shionogi & Co. Ltd.
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Takeda Ken'ichi
Shionogi Research Laboratory Shionogi & Co. Ltd.
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