Sodium Hydroxide → HCID 54152681, compound

Participants

Reaction Steps

Benzyl (2S)-2-[N-(tert-butoxycarbonyl)-N-benzylamino]-3-(2-naphthyl)propionate (10.5 g) was dissolved in methanol (100 ml) and aqueous 1N sodium hydroxide solution (20 ml) was added at ice-bath temperature. The mixture was stirred at room temperature overnight. The reaction mixture was poured into ice-water and extracted with diisopropyl ether. The aqueous layer was adjusted to pH 3 by adding dilute hydrochloric acid and extracted with ethyl acetate. The extract was washed with brine and dried over magnesium sulfate. Evaporation of the solvent gave N-benzyl-N-(tert-butoxycarbonyl)-3-(2-naphthyl)-L-alanine (3.0 g).

Provenance & Evidence