Dicyclohexylcarbodiimide → HCID 178461472, compound

Participants

Reaction Conditions

Reaction Steps

cis-3-Methylpyroglutamic acid [A. B. Mauger, J. Org. Chem. 46, 1032 (1981)] (1.5 g) was dissolved in DMF (30 ml), and HOBT (1.6 g) was added to the solution, followed by addition of DCC (2.81 g) under cooling at 0° C. The mixture was stirred at the same temperature overnight. The above-mentioned DMF solution of L-histidyl-L-prolinamide was added to the mixture, and the mixture was stirred at 5° C. overnight. After the resulting precipitation was filtered off, the filtrate was concentrated to dryness under reduced pressure and the residue was subjected to silica gel column chromatography with chloroform-methanol-ammonia water (40:10:1) as eluent. The eluted fractions were combined and concentrated to dryness to give Nα -(cis-3-methylpyroglutamyl)-L-histidyl-L-prolinamide (2.2 g) as powders.

Provenance & Evidence