Reacción #412446

ord-e3ace9b8c72e403c8b3f7e990e0b28f7

Ecuación de reacción

COC(=O)[C@H](Cc1ccccc1)NC(=O)[C@@H](N)CC(=O)O
α-L-aspartyl-L-phenylalanine methyl ester
N[C@@H](CC(=O)O)C(=O)O
L-aspartic acid
C=C1CC(=O)O1
diketene
CC(=O)CC(=O)N[C@@H](CC(=O)O)C(=O)O
N-acetoacetyl-L-aspartic acid

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

This invention encompasses a method and intermediates for preparing a commercial sweetening agent, α-L-aspartyl-L-phenylalanine methyl ester. The process involves reacting L-aspartic acid with diketene to form N-acetoacetyl-L-aspartic acid which is converted to N-acetoacetyl-L-aspartic anhydride by reaction with acetic anhydride. N-acetoacetyl-L-aspartic anhydride is reacted with L-phenylalanine methyl ester to provide N-acetoacetyl-α-L-aspartyl-L-phenylalanine methyl ester which is converted to α-L-aspartyl-L-phenylalanine methyl ester by reaction with hydroxylamine hydrochloride.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04440677uspto-grants-1984_04