Triethylamine → HCID 3008179, compound

Participants

Reaction Steps

N-Benzyloxycarbonyl-L-phenylalanine (3.0 g) and L-isoleucine methyl ester hydrochloride (1.82 g) are dissolved in anhydrous dichloromethane (30 ml), and thereto are added triethylamine (2.80 ml) and further 1-methanesulfonyloxy-1,2,3-benzotriazole (2.15 g) with stirring under ice-cooling, and the mixture is stirred at room temperature for 40 hours. After reaction, the solvent is distilled off and the resulting residue is extracted with ethyl acetate. The extract is washed with water, a saturated aqueous sodium hydrogen carbonate (5 times), water, 2 N hydrochloric acid and water in order and then dried over anhydrous magnesium sulfate. After drying, the solvent is distilled off to give crystalline powder of N-(N-benzyloxycarbonyl-L-phenylalanyl)-L-isoleucine methyl ester (3.46 g), melting point: 94.5°-95.5° C.

Provenance & Evidence