HCID 16107461, compound → HCID 16107462, compound

Participants

Reaction Steps

A mixture of Palladium on carbon (2.5 g) in methanol (200 mL) was degassed for 2 minutes and stirred under a hydrogen atmosphere for 30 minutes. A solution of acid 12 (10.7 g, 17.5 mmol) in methanol (10 mL) was then added and the resulting mixture was stirred at room temperature under a hydrogen atmosphere for additional 30 hours. After removal solvent, the resulting residue was purified by flash column chromatography on silica gel (methanol/dichloromethane=10/1) to give the amino acid 1 as a solid (10.1 g, 98%). mp. 182-184° C.; 1H NMR (400 MHz, CD3OD) δ 2.99 (s, 2H), 4.22 (d, J=9.2 Hz, 2H), 4.49 (d, J=8.4 Hz, 2H); 19F NMR (376 MHz, CD3OD) δ −71.00 (s); 13C NMR (100.7 MHz, CD3OD) δ 41.7, 52.1, 69.9, 80.9 (m), 121.7 (q, J=292.6 Hz), 175.0; MS (CI) m/z 586 (M++1, 100); HRMS (CI) Calcd for C13H10F18NO4: 586.0322, Found: 586.0285.

Provenance & Evidence