Studies on Tetrahydroisoquinolines. V. Synthesis of 4-Alkyl-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolines

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概要

• 論文の詳細を見る

• 4-Cyano- or 4-alkyl-7-hydroxy tetrahydroisoquinolines (V or VI-X, XII, XVIII) were obtained by reaction of 4,7-diacetate (I) with potassium cyanide or nitromethane-K_2CO_3 in aqueous solution or with active methylene compounds (malononitrile, acetophenone, cyclohexanone, cyclopentanone, diethyl malonate or dimethylsulfoxide (DMSO) in anhydrous solution (tert-BuOH-KO-tert-Bu, C_6H_6-NaH or DMSO-NaH). While a diastereoisomeric mixture of IX or XVIII was obtained in the case of cyclohexanone or DMSO, two kinds of diastereoisomer, Xa and Xb (also formed by reaction of I with 2-cyclopentylidene cyclopentanone), could be isolated in the case of cyclopentanone. With respect to diethyl malonate, the reaction afforded 7-acetoxy- and 7-hydroxy-4-alkyl compound (XI and XII). Furthermore, the reaction pathway on formation of XI was inferred.

• 公益社団法人日本薬学会の論文
• 1971-10-25

著者

• 星野 修

  Faculty of Pharmaceutical Sciences, Science University of Tokyo

• 梅澤 文輔

  Faculty of Pharmaceutical Sciences, Science University of Tokyo

• 利岡 佶

  Faculty Of Pharmaceutical Sciences Science University Of Tokyo

• 梅澤 文輔

  Faculty Of Pharmaceutical Sciences Science University Of Tokyo

• 星野 修

  Faculty Of Pharmaceutical Sciences Science University Of Tokyo

• 山梨 安弘

  Faculty of Pharmaceutical Sciences, Science University of Tokyo

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