Pyridine → 2768-53-8

Participants

Reaction Steps

A solution of 0.223 g (0.001 mol) of Z-Ala, 0.08 g (0.001 mol) of pyridine and 0.256 g (0.001 mol) of DSC in 10 ml of DMF was stirred at ambient temperature. After silica gel TLC. showed that Z-Ala disappeared in the solution, the reaction solution was admixed with a solution of 0.165 g (0.001 mol) of phenylalanine (Phe-OH) and 0.101 g (0.001 mol) of triethylamine in 20 ml of DMF. After 24 hours, the reaction mixture was admixed with ethyl acetate, washed with aqueous 4% NaHCO3, with 1 N-HCl and with a saturated aqueous solution of sodium chloride, followed by drying over anhydrous sodium sulfate. The dried reaction solution was filtered and the filtrate was distilled to remove the solvent, affording a colorless crystalline substance. Recrystallization of this crystalline substance from methylene chloride-ethyl ether gave 0.27 g of Z-Ala-Phe-OH in the form of a colorless crystalline substance. Yield 72%.

Provenance & Evidence