1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 89835594, compound

Participants

Reaction Steps

To a solution of (S)-4-[{(9H-Fluoren-9-yl)methoxy}carbonyl]morpholine-3-carboxylic acid (2.96 g, 8.39 mmol, 1.0 eq) in CH2Cl2 (10 mL), EDCI (3.20 g, 16.68 mmol, 2 eq.), HOBT (2.20 g, 16.28 mmol) and tert-butyl[2-(aminomethyl)-4-chlorobenzyl]carbamate (2.20 g, 8.39 mmol) were added at 0° C. The resulting mixture was stirred for 5 h at room temperature. The reaction mixture was diluted with CH2Cl2 (50 mL) and washed sequentially with saturated NaHCO3 solution (20 mL) and 0.5 M aqueous HCl (20 mL). The organic layer was separated, washed with brine solution (20 mL), dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by column chromatography (silica gel; eluent: 40% EtOAc/hexanes) to afford the title compound as pale yellow semi solid (4.10 g)

Provenance & Evidence