1,2-Dichloroethane → HCID 59382986, compound

Participants

Reaction Steps

A mixture of (2S)-2-tert-butoxycarbonylamino-3-cyclohexyl-propionic acid (2.98 g, 11 mmol), 2,2,2-trifluoroethylamine (1.35 g, 10 mmol), EDC (2.87 g, 15 mmol), HOBt (2.03 g, 15 mmol) and NMM (5.05 g, 50 mmol) in 100 mL of CH2Cl2 was stirred overnight. The mixture was poured into water (50 mL) and extracted with CH2Cl2 (3×50 mL). The combined organic extracts were washed with brine (50 mL), dried over Na2SO4, and evaporated to give the residue. The residue was purified by silica chromatography to give tert-butyl (S)-1-(2,2,2-trifluoroethylcarbamoyl)-2-cyclohexylethylcarbamate (2.8 g, 80%). 1H NMR (CDCl3, 400 MHz) δ 0.90 (m, 2H), 1.25 (m, 4H), 1.44 (s, 9H), 1.68 (m, 7H), 3.89 (m, 1H), 4.16 (brs, 1H), 4.82 (brs, 1H), 6.78 (brs, 1H).

Provenance & Evidence