Potassium → HCID 53765055, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-benzyloxycarbonyl-L-valyl-O-benzyl-L-tyrosine, N,O-dimethylhydroxamate (8.90 g, 16.2 mmol) in anhydrous diethyl ether (150 ml) and anhydrous THF (20 ml) at 0° C. is added lithium aluminum hydride (0.67 g, 17.7 mmol). The mixture is stirred at 0° C. for 1 hour. A solution of 1M potassium hydrogenosulphate (25 ml) is then added with precaution. The organic layer is separated and the aqueous phase is extracted twice with ethyl acetate (2×100 ml). The combined organic layers are then washed with a 3N solution of hydrochloric acid (30 ml), water (30 ml) and brine (30 ml), and dried over anhydrous magnesium sulphate. Filtration and evaporation of the solvent in vacuo affords a white solid which is recrystallized in ethylacetate/pentane to give the title compound (5.40 g, 68% yield).

Provenance & Evidence