1,2-Dichloroethane → 3-t-Butoxycarbonylamino-2-(RS)-[(Naphth-2-ylmethyl)-1H-imidazol-5-yl]acetylamino-propionic acid methyl ester

Beteiligte Stoffe

Reaktionsschritte

To a solution of 2-[l-(Naphth-2-ylmethyl)-1H-imidazol-5-yl]acetic acid hydrochloride (3.83 g, 12.7 mmol), 3-t-butoxycarbonylamino-2(R,S)- aminopropionic acid methyl ester (3.33 g, 15.3 mmol), HOOBT (2.30 g, 14.1 mmol), and triethylamine (5.80 ml, 42.0 mmol) in DMF (150 ml) at 0° C., was added EDC (2.67 g, 13.9 mmol). The reaction was stirred at room temperature for 18 hrs, diluted with EtOAc and the organic layer washed with sat. aq NaHCO3, brine, dried (Na2SO4), and the solvent evaporated in vacuo. The residue was chromatographed (SiO2, 5% MeOH in CH2Cl2) to afford the title compound as a white solid.

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