L-Aspartic Acid → L-Phenylalanine, methyl ester

Participants

Reaction Steps

A process for producing an addition compound of a dipeptide ester and an amino acid ester comprising reacting aspartic acid and benzyloxycarbonyl chloride in an aqueous solution in the presence of a base to prepare a solution containing N-benzyloxycarbonyl aspartic acid, reacting separatedly phenylalanine with methanol in the presence of an acid to produce phenylalanine methyl ester, substituting excess methanol with water to convert it to an aqueous solution of phenylalanine methyl ester, admixing it with the above-prepared aqueous solution containing N-benzyloxycarbonyl aspartic acid, adding a proteolytic enzyme into the resulting mixture liquor under conditions, under which no substantial deactivation of the enzyme occurrs, reacting N-benzyloxycarbonyl aspartic acid with phenylalanine methyl ester to deposit an addition compound of N-benzyloxycarbonyl-α-L-aspartyl-L-phenylalanine methyl ester and phenylalanine methyl ester and recovering the addition compound.

Provenance & Evidence