1,2-Dichloroethane → HCID 53657970, compound

Participants

Reaction Conditions

Reaction Steps

Pentafluorophenol (8.75 g, 47.5 mmol) dissolved in EtOAc (5 mL) was added to a solution of 2(S)-tert-butoxycarbonylamino-3,3-dimethyl-butyric acid (10 g, 43 mmol) in EtOAC (35 mL) and the mixture cooled to 0° C. NMM (4.75 mL, 43 mmol) followed by EDC (9.12 g, 47.6 mmol) were added to this cooled solution and the reaction mixture was then allowed to warm to room temperature and stirred overnight. The reaction mixture was then diluted with EtOAc (200 mL) and washed with 1M HCl (2×200 mL), 1M Na2CO3 (3×200 mL) and brine, dried over MgSO4 and concentrated in vacuo. The residue was purified by column chromatography (SiO2, 10% EtOAc in hexanes) to give the title compound as a white solid (12.03 g, 70%).

Provenance & Evidence