HCID 58691184, compound → benzyl [(3S,7R)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]carbamate

Participants

Reaction Conditions

Reaction Steps

To a solution of benzyl ((1S)-1-{[methyl(1-phenylprop-2-en-1-yl)amino]carbonyl}but-3-en-1-yl)carbamate (2b) (1.7 g) dissolved in Toluene (200 mL) at 80° C. under N2 was added Grubbs catalyst (2nd generation) (191 mg) and the reaction mixture was stirred at 80° C. for 1 h, cooled to RT and concentrated in vacuo. The crude product was directly purified via flash chromatography (gradient—5%, 10%, 15% and 20% EtOAc/hexanes) to give the title compound (2c) (811 mg) and benzyl [(3S,7R)-1-methyl-2-oxo-7-phenyl-2,3,4,7-tetrahydro-1H-azepin-3-yl]carbamate (2d) (590 mg) (combined yield of 89%).

Provenance & Evidence