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Lactams. XXII. Preparation of the Enantiomers of 6-Ethoxy-3-ethyl-2,3,4,5-tetrahydro-4-pyridineacetic Acid Ethyl Ester Fujii, Tozo 26747 Ohba, Masashi 26369 60115219 60115219 Yoneyama, Kaoru 26748 Kizu, Hiroko 26749 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. journal article 日本薬学会 1985-01-25 VoR application/pdf Chemical & pharmaceutical bulletin 1 33 358 361 AA00602100 0009-2363 https://kanazawa-u.repo.nii.ac.jp/record/14900/files/PH-PR-OHBA-M-358.pdf http://hdl.handle.net/2297/7631 https://kanazawa-u.repo.nii.ac.jp/records/14900 eng 10.1248/cpb.33.358