methyl N-acetyl-3-(2-naphthyl)-D-alaninate → D-3-(2-Naphthyl)alanine

Participants

Reaction Steps

A solution of 2.5 g of methyl N-acetyl-3-(2-naphthyl)-D-alaninate in 60 ml of 6 N HCl was heated at 120°-130° for 3 hours and cooled to room temperature. The white precipitate which formed was collected and recrystallized from 50 ml of H2O containing 1 ml of 12 N HCl by neutralization with NH4OH to pH 6, and dried in vacuo to yield 1.2 g of 3-(2-naphthyl)-D-alanine, m.p. 242°-244°, [α]D25 26.6° (c 0.5, CH3CO2H).

Provenance & Evidence