Use of Click Chemistry for the Synthesis of Tetrazole-Containing Analogues of the Neuroprotective Agent Glycyl-L-prolyl-L-glutamic Acid (GPE)

Abstract

Tetrazole-containing analogues of glycyl-L-prolyl-L-glutamic acid (GPE) were prepared by coupling of Cbz-glycyl-L-proline with tetrazole-containing glutamic acids followed by hydrogenation of the resultant tripeptide. Synthesis of the tetrazole-­containing glutamic acids involved 1,3-dipolar cycloaddition of ­sodium azide to nitrile derivatives of the corresponding glutamic ­acids.