Abstract: A series of phenylglycine based hydrophobic stationary phases were synthesized by click chemistry, such as L-methyl phenylglycine, L-phenylglycine dipeptide and L-phenylglycine tripeptide. In these processes, a shelf-stable diazotransfer reagent (imidazole-1-sulfonyl azide hydrochloride) was utilized to transfer the amino group in phenylglycine on mild conditions. Primary chromatographic evaluation showed that the retention time of the model solutes increased with the increase of the phenylglycine unit. Elemental analysis, IR and ¹³C solid NMR spectra showed that L-phenylglycine， L-phenylglycine dipeptide and L-phenylglycine tripeptide were covalently bonded on the surface of silica beads successfully.