Acetic Acid → HCID 178454147, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of acetic acid (93 μL, 1.62 mmol) in PhMe (2.0 mL) was added Et3N (226 μL, 1.624 mmol). (S)-tert-Butyl (1-cyano-2-phenylethyl)carbamate (100 mg, 0.41 mmol) was then added to the mixture followed by NaN3 (106 mg, 1.62 mmol). The resulting reaction mixture was heated at 100° C. for 2 h and then filtered, rinsing with EtOAc. The filtrate was concentrated in vacuo and purified using preparative HPLC to give the title compound (100 mg, 85%) as a white solid after lyophilization. 1H NMR (CDCl3) δ 7.37-7.20 (m, 3H), 7.12 (d, J=6.6 Hz, 2H), 5.56 (br s, 1H), 5.30 (d, J=6.2 Hz, 1H), 3.35 (d, J=6.4 Hz, 2H), 1.51-1.17 (m, 9H); MS (ESI+) m/z 290.2 (M+H)+.

Provenance & Evidence