Lactams. XXII. Preparation of the Enantiomers of 6-Ethoxy-3-ethyl-2,3,4,5-tetrahydro-4-pyridineacetic Acid Ethyl Ester

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概要

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• The resolution of (±)-trans-1-benzyl-5-ethyl-2-oxo-4-piperidineacetic acid [(±)-1] was effected with (R)-(+)-α-phenylethylamine through formation of the diastereomeric salts (+)-2 and (-)-3. Conversion of (+)-1 into the (3R, 4R)-(+)-enantiomer [(+)-6] of the title compound proceeded via a route involving debenzylation of (+)-1 with Na in liquid NH_3,esterification of the resulting (+)-4 to give (+)-5,and ethylation of (+)-5 with triethyloxonium fluoroborate. A parallel sequence of reactions starting from (-)-1 produced (-)-6 through (-)-4 and (-)-5.

• 公益社団法人日本薬学会の論文
• 1985-01-25

著者

• 藤井 澄三

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 大場 正志

  Faculty of Pharmaceutical Sciences, Kanazawa University

• 大場 正志

  Kanazawa Univ. Ishikawa Jpn

• 木津 浩子

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 米山 かおる

  Faculty of Pharmaceutical Sciences, Kanazawa University

• Ohba M

  Faculty Of Pharmaceutical Sciences Kanazawa University

• 米山 かおる

  Faculty Of Pharmaceutical Sciences Kanazawa University

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