Controlled regioselective anilide formation from aspartic and glutamic acid anhydrides

Research was conducted to examine the controlled regioselective anilide formation from aspartic and glutamic acid anhydrides. Controlled regioselectivity was performed on aniline with a series of N-protected aspartic and glutamic acid anhydrides through the choice of reaction solvent. The formation of either aspartic acid beta-anilide or glutamic acid gamma-anilide was favored in DMSO while aspartic or glutamic acid alpha-anilides were favored in benzene. Results indicate the efficiency of the method for the formation of glutamic and aspartic acid anilide bonds.