Synthetic Studies on Steroid AnalogsΙ. D-Ring Substituded 8, 14-Seco Intermediates

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Title:	Synthetic Studies on Steroid AnalogsΙ. D-Ring Substituded 8, 14-Seco Intermediates 類固醇養生物合成之研究第一報：丁一環取代之 8, 14-Seco中間體
Authors:	K. C. Wang Shu-San Yu Ling-Ying Liaw
Contributors:	私立嘉南藥學專科學校國立臺灣大學藥學系
Date:	1976
Issue Date:	2014-12-25 15:04:00 (UTC+8)
Abstract:	In search for new physiologically active estrogeoic agents and to investigate the D-ring substitution effect which will exert on the stereoselective microbiological reduction during the course of preparation of d-form steroids, the following 8, 14-seco compounds were syn-thesized: 2-(6-methoxy-1, 2, 3, 4-tetrahydronaphthalidene ethyl)-2-methyl-4, 5-cis-ethylene-cyclopentan-1, 3-dione(X),2-(6-methoxy-1, 2, 3, 4-tetrahydronaphthalidene ethyl)-2-methyl-4, 5-anti-butylenecyclopentan-1, 3-dione (XI) and 2-(6-methoxy-1, 2, 3, 4-tetrahydronaphth-alidene ethyl)-2-methylindane-1, 3-dione (XII). Among these 8, 14-seco compounds prepared, d, 1-15, 16-anti-butylene-8, 14-bisdehydro-estrone methyl ether (XIV) was synthesized by ring closure of compound XI in the prese-nce of p-toluenesulfonic acid. 為了合成具有生理活性之新偶素類藥物及研究 D- 環取代基對於酵素轉化作用之影響，製備了下列之8, 14-Seco 化合物 ; 2-(6-methoxy-1. 2, 3, 4-tetrahydronaphthalidene ethyl)-2-methyl-4, 5-cis-ethylenecyclopentan-1, 3-dione (X), 2-(6-methoxy-1, 2, 3, 4-tetrahydro-naphthalidene ethyl)-2-methyl-4, 5-anti-butylenecyclopentan-1, 3-dione (XI)和 2-(6-methoxy-1, 2, 3, 4-tetrabydron-aphthalidene ethyl)-2-methyl-indane-1, 3-dione (XII). 其中化合物XI可由對甲苯磺酸之作用閉環而產生d, 1-15, 16-anti-butylene-8, 14-bisdehydroest-rone methyl ether (XIV).
Relation:	嘉南學報, n.2 pp.A43-A51 轉載臺灣藥學雜誌, v.27 n.1-2 (1975)
Appears in Collections:	[Chna Nan Annual Bulletin] Vol.2 (1976)

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