Studies on Ergot Alkaloids and Its Related Compounds. X. Condensation of Cyclic Ketones and 3-Methylaminopropionates

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概要

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• The previous work on the condensation of the several cyclic ketones and the 3-methylaminopropionates [This Bulletin, 10,940(1962)] was re-investigated. As a result, it was shown that the condensation of cyclohexanone and ethyl 3-methylaminopropionategave 1-methyl-2,3,5,6,7,8-hexahydro-4(1H)-quinolone (III) accompanied with a small amount of 1-methyl-3,4,5,6,7,8-hexahydro-2(1H)-quinolone(IV), while the same condensation of 2-tetralone and methyl 2-methyl-3-methylaminopropionate gave 2,4-dimethyl-1,2,5,6-tetrahydrobenzo [f] quinolin-3(4H)-one (VIII) as a major product, and 2,4-dimethyl-3,4,5,6-tetrahydrobenzo [f] quinolin-1(2H)-one (IX) and 1,3-dimethyl-1,2,5,10-tetrahydrobenzo [g]-quinolin-4 (3H)-one (X) as minor products. Unequivocal synthetic proofs were given to these reaction products. The results enabled us to develop some discussion on the course of this type of the reaction. Revisions on the structures of the products in the previous paper were also described.

• 公益社団法人日本薬学会の論文
• 1964-12-25

著者

• 田村 恭光

  Faculty Of Pharmaceutical Sciences Osaka University

• 岩田 宙造

  Faculty of Pharmaceutical Sciences, Osaka University

• 堀井 善一

  Faculty Of Pharmaceutical Sciences Josai University

• 伊藤 允好

  Faculty of Pharmaceutical Sciences, Osaka University

• 堀井 善一

  Faculty Of Pharmaceutical Sciences Osaka University

• 伊藤 允好

  Faculty Of Pharmaceutical Sciences Osaka University

• 岩田 宙造

  Faculty Of Pharmaceutical Sciences Osaka University

• 二宮 一弥

  Faculty of Pharmaceutical Sciences, Osaka University

• 今村 信彦

  Faculty of Pharmaceutical Sciences, Osaka University

• 二宮 一弥

  阪大薬:(現)神戸女子薬科大学

• 今村 信彦

  Faculty Of Pharmaceutical Sciences Osaka University

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