Carbon Dioxide → HCID 22876606, compound

Participants

Reaction Steps

4.2 g (24 mmol) of BOC-glycine were dissolved in 40 ml of N,N-dimethylformamide and treated portionwise with 4.05 g (25 mmol) of 1,1'-carbonyldiimidazole. After completion of the CO2 evolution the solution was stirred at 50° for 20 min. Then, 7.7 g (22 mmol) of (S)-8-trifluoromethyl-12,12a-dihydro-9-oxo-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepine were added and the mixture was stirred at 90° overnight. The reaction mixture was concentrated and the residue was dissolved in methylene chloride. By washing, drying and evaporating the organic phase there were obtained 7.82 g (72%) of (S)-1-[5-(N-BOC-aminomethyl)-1,2,4-oxadiazol-3-yl]-8-trifluoromethyl-12,12a-dihydro-9H,11H-azeto[2,1-c]imidazo[1,5-a][1,4]benzodiazepin-9-one, which was used in the next step without further purification.

Provenance & Evidence