Allyl chloroformate → HCID 131733462, compound

Participants

Reaction Steps

To a solution of (2R)-2-amino-2-{5-[(1S)-1-amino-2,2,2-trifluoroethyl]thiophen-2-yl}ethanol dihydrochloride salt (2.78 g, 8.88 mmol) in dichloromethane (49 mL) cooled to 0° C. was added Hunig's base (9.3 mL), 53.3 mmol). Allyl chloroformate (0.95 mL, 8.88 mmol) was then added and the mixture was stirred overnight at room temperature. t-butyldimethylsilylchloride (4.0 g, 26.6 mmol) and dimethylaminopyridine (0.11 g, 0.89 mmol) were then added to the solution and the solution was stirred overnight. Solvent was removed by evaporation and the resulting crude mixture was purified on silica eluting with 10% to 60% ethyl acetate in hexane to give the title compound as a colorless oil. MS: m/z=460.5 (MNa+).

Provenance & Evidence