L-Phenylalanine → N-(N-Formyl-L-alpha-aspartyl)-3-phenyl-L-alanine

Participants

Reaction Conditions

Reaction Steps

Into a suitable reaction vessel at 45°-50°C., 34.6 g. (0.21 mole) of L-phenylalanine is added in about 45 minutes to a mixture of 30 g. (0.21 mole) of N-formyl-L-aspartic anhydride and 300 g. of glacial acetic acid. The resulting mixture is held for an additional 30 minutes, then cooled to 25°C. The resulting crystalline product is collected by filtration and washed with 50 g. of glacial acetic acid. The yield of N-formyl-α-L-aspartyl-L-phenylalanine is 40.5 g., m.p. 180°-182°C. TLC analysis of this product indicates no detectable β-form contamination.

Provenance & Evidence