[C:1]([O:5][C:6]([N:8]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1CN)[C@H](C(O)=O)C)=[O:7])([CH3:4])([CH3:3])[CH3:2].CN(C)C=[O:25].ON1C2N=CC=CC=2N=N1.Cl.CN(C)[CH2:40][CH2:41][CH2:42][N:43]=[C:44]=NCC>ClCCl>[C:1]([O:5][C:6]([NH:8][C@H:14]1[CH2:15][C:16]2[CH:17]=[CH:18][CH:19]=[CH:40][C:41]=2[CH2:42][NH:43][C:44]1=[O:25])=[O:7])([CH3:4])([CH3:3])[CH3:2]
A mixture of (S)—N-t-butyloxycarbonyl(2-aminomethylphenyl)alanine (353 mg), N,N-dimethylformamide (10 mL), dichloromethane (50 mL), 1-hydroxy-7-azabenzotriazole (252 mg), and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride (180 mg) was stirred at room temperature for 1 h. The solvent was removed under vacuum and the residue was dissolved ethyl acetate (100 mL). This solution was washed sequentially with 1.0 M aqueous hydrochloric acid (50 mL twice), 1.0 M aqueous sodium hydroxide (50 mL), water (50 mL), and brine (50 mL), dried over anhydrous sodium sulfate, and evaporated under vacuum to obtain (S)-4-(t-butyloxycarbonylamino)-2,3,4,5-tetrahydro-2-benzazepin-3(1H)-one (315 mg).
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