1,2-Dichloroethane → HCID 57650275, compound

Participants

Reaction Steps

The crude product (2R,4R)-4-acetoxy-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid from Step A (5.9 g, 21.6 mmol) was dissolved in methylene chloride (22 ml) and treated with EDC (4.5 g, 23.8 mmol) and HOBt (3.2 g, 23.8 mmmol). The mixture was stirred at r.t. for an hour before the addition of 4-chlorobenzylamine (2.9 ml, 23.8 mmol). The reaction mixture was stirred at ambient temperature for 16 h. The mixture was diluted with DCM (25 ml) and washed with NaHCO3 (sat'd) and brine, dried (Na2SO4), filtered, evaporated and the residue purified by silica gel column chromatography (ethyl acetate/hexane gradient, 10-100% EtOAc) to afford the desired product as a white amorphous solid (6.5 g, 76% over two steps).

Provenance & Evidence