Ammonia → [1-Carbamoyl-4-(4-methoxy-phenyl)-butyl]-carbamic acid tert-butyl ester

Participants

Reaction Steps

A solution of 2-tert-butoxycarbonylamino-5-(4-methoxy-phenyl)-pentanoic acid methyl ester (5.6 g, 16.6 mmol) in MeOH (100 mL) is treated with aqueous ammonia solution (100 mL of a 28% solution in water, 28 mmol) and stirred at RT overnight. The organic solvent is removed in vacuo and the remaining aqueous portion is extracted with EtOAc (×3). The combined organic extracts are washed with brine and then dried (MgSO4) and concentrated in vacuo to afford the title compound as a yellow oil.

Provenance & Evidence