Study On Synthesis Of α-glutamic Acid Tripeptide And Peptidylsulfanilamide

In this paper α-glutamic acid Tripeptide and Peptidylsulfanilamide were synthesized which have not been reported before. The peptidylsulfanilamide can be used as a new style of medical materials. In this paper amido and γ-carboxyl of glutamic acid were successfully protected by tert-butoxylcarboxyl(Boc) and benzyl(Bzl). Products were confirmed by Infrared spectra, Melting point and TLC. When synthesis Glu(OBzl)Obzl, the optimal operation variables were determined through orthogonal experiment: when 2.94g L-glutamic acid, 20ml benzyl alcohol and 5.16g paratoluenesulfonic acid are introduced, reaction temperature is 140℃and reaction time is 8 hour, the highest yield was obtained. HOBt, DCC were used as the coupling agents, NMM was used to regulate pH, THF and DMF were used as solvent, HCl/ethyl acetate was used as deprotecting reagent. Benzyl groups were removed from the protected peptide by catalytic hydrogenolysis over palladium-carbon. The crudes were purified by silica gel chromatograph and the crude peptides were purified by recrystallization using EtOH and H₂O. Products were confirmed by Infrared spectra, 1HNMR, Melting point and TLC. The experiment data indicated that in the liquid-phrase synthesis using HOBt, DCC and NMM as coupling agents and HCl/ethyl acetate for deprotection of Boc might be a good way of combination for synthesis.