Benzylamine → cis-1-Benzyl-5-(N-benzylcarbamoyl)-pyrrolidine-2-carboxylic acid

Participants

Reaction Steps

Benzylamine (25.7 g, 0.24 mol) was added to an ice cold solution of 8-benzyl-3-oxa-8-azabicyclo[3.2.1]octan-2,4-dione (0.24 mol; from step (a) above) in CH2Cl2 (1 L). The solution was stirred overnight at room temperature and concentrated in vacuo. The residue was dissolved in Et2O and extracted with 2 N NaOH solution. The aqueous base layer was separated and acidified to pH 4. The precipitated product was collected and dried to afford 49.5 g (61% for two steps) of the sub-title compound as a tan solid.

Provenance & Evidence