Ethanolamine → HCID 69195690, compound

Participants

Reaction Steps

(S)-4-Methyl-2-(3-methyl-benzoylamino)-pentanoic acid (1 g. 4.0 mmol), ethanolamine (270 mg, 4.4 mmol) and HOBt (596 mg, 4.4 mmol) were treated with DCM (20 mL) followed by EDCI (845 mg, 4.4 mmol). The reaction was allowed to stir for 2 h and then purified directly by silica gel column chromatography using ethyl acetate and hexane to afford the product (350 mg, 30%) as a solid: 1H NMR (CDCl3, 400 MHz) δ 0.89-0.99 (m, 6H), 1.67-1.79 (m, 3H), 2.37 (s, 3H), 3.31-3.41 (m, 1H), 3.42-3.52 (m, 1H), 3.61 (dd, 1H, J1=2.7, J2=8.1), 7.24-7.34 (m, 2H), 7.43 (dd, 1H, J1=J2=5.3), 7.57-7.63 (m, 2H); HPLC-MS calcd. for C16H24N2O3 (M+H+) 292.18, found 292.2.

Provenance & Evidence