(+)-1-(1-Naphthyl)ethylamine → HCID 69669913, compound

Participants

Reaction Steps

General procedure A was followed using 3-[5-((1R)-3-oxo-cyclopentyl)-2-trifluoromethyl-phenyl]-propionic acid methyl ester (preparation 16) as the ketone and (R)-1-naphthalen-1-yl-ethylamine as the amine. The resulting mixture of isomeric esters was purified and separated by flash chromatography. The faster eluting peak was isolated and subjected to hydrolysis following general procedure B to afford the title compound. 1H NMR (600 MHz, DMSO) δ 8.30 (d, J=8.2 Hz, 1H), 7.93 (d, J=8.0 Hz, 1H), 7.84-7.75 (m, 2H), 7.59-7.48 (m, 4H), 7.41-7.17 (m, 2H), 4.78 (s, 1H), 3.35-3.06 (m, 2H), 2.99-2.88 (m, 2H), 2.55-2.42 (m, 2H), 2.24-1.67 (m, 4H), 1.63-1.39 (m, 5H).

Provenance & Evidence