Pyridine → HCID 131711301, compound

Participants

Reaction Steps

When 5 is stirred with Z-Val-OH and pyridine in methylene chloride (24 hours, 20° C.), the carbonyl band at 1,888 cm-1 disappears and the polymeric activated ester 6a forms. A resin which has an identical IR spectrum can also be obtained by reacting 4 with Z-Val-OH and dicyclohexylcarbodiimide (DCC) in DMF. The dicyclohexylurea is removed by eluting with methanol. In order to determine the content of activated aminoacid ester, the resin 6a was reacted with benzylamine. From the amount of Z-L-Val-benzylamide formed, the proportion of active groups introduced is 0.15 mmole of Z-Val/g of resin. If the resin is reacted with Val-OMe in methylene chloride for 130 minutes at 20° C., the Z-dipeptide ester is again formed in a yield of 0.15 mmole/g of resin.

Provenance & Evidence