Cl.Cl.[CH3:3][O:4][C:5](=[O:14])[C@H:6]([CH2:8][C:9]1[N:13]=[CH:12][NH:11][CH:10]=1)[NH2:7].ON1C2C=CC=CC=2N=N1.C(N(CC)CC)C.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[CH3:3][O:4][C:5](=[O:14])[C@H:6]([CH2:8][C:9]1[N:13]=[CH:12][NH:11][CH:10]=1)[NH2:7]
To a mixture of N-(benzyloxycarbonyl)-L-2-aminoxy-3-phenylpropionic acid (3.09 g), L-histidine methyl ester dihydrochloride (2.42 g), N-hydroxy-benzotriazole (1.35 g), triethylamine (2.8 ml) and dimethylformamide(20 ml) is added dicyclohexylcarbodiimide (2.1 g) under ice-cooling, and the mixture is stirred at room temperature overnight. The reaction mixture is concentrated under reduced pressure to remove solvent, and ethyl acetate is added to the residue. Insoluble materials are filtered off. The filtrate is washed with an aqueous sodium bicarbonate solution and water, dried, and then concentrated to remove solvent. The residue is purified by silica gel column chromatography (solvent; chloroformethyl acetate=12:1) and crystallized with hexane to give N [N-(benzyloxycarbonyl)-L-2-aminoxy 3-phenylpropionyl] -L-histidine methyl ester(2.1 g) as white powder. KBr
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