Dimethylamine → HCID 59846251, compound

Participants

Reaction Conditions

Reaction Steps

HOBt (1.242 g, 9.193 mmol) and EDCI (2.35 g, 12.26 mmol) were added to a solution of 3-benzyloxycarbonylamino-3-methyl-butyric acid (1.54 g, 6.129 mmol) in DCM (45 mL) at 0° C. The resulting mixture was stirred at 0° C. for 30 min, and a solution of Me2NH (2 M in THF, 12.26 mL, 24.51 mmol) was added. The reaction mixture was warmed up to RT and stirred overnight. The solvent was evaporated under reduced pressure, and the residue partitioned between EtOAc and a mixture of water, brine and NaHCO3 (sat aq). The organic layer was separated, washed with HCl (1 M), dried over anhydrous MgSO4, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography (EtOAc/hexane) to afford (2-dimethylcarbamoyl-1,1-dimethyl-ethyl)-carbamic acid benzyl ester (1.14 g, 67% yield).

Provenance & Evidence