1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 22721236, compound

Participants

Reaction Steps

To a stirred solution of N-phthaloylglycine (725 mg, 3.53 mmol) and tert-butyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate (500 mg, 2.36 mmol) in CH2Cl2 (20 mL) were added HOBt (481 mg, 3.53 mmol) and WSC (677 mg, 3.53 mmol) at room temperature and the mixture was stirred overnight. To the mixture was added H2O (5 mL) and the organic layer was separated, washed with saturated aqueous NaHCO3, brine, dried over MgSO4, filtered and concentrated in vacuo. Flash chromatography (SiO2, 230-400 mesh, 309, CH2Cl2-MeOH=98/2 to 92/8) afforded the product as a white solid (713 mg, 81%).

Provenance & Evidence