Hydrochloric Acid → Phenylacetyl-glycine-t-butyl ester

Participants

Reaction Steps

Following the procedure described for benzoyl-glycine-t-butyl ester, a solution of phenylacetic acid (11.44 grams) in ethyl acetate (approx. 100 ml) was activated by the mixed anhydride method using N-methylmorpholine (11.66 ml) followed by isobutyl chloroformate (10.89 ml) at -20° C. and coupled with glycine t-butyl ester.HCl (14.04 g) in methylene chloride (approx. 150 ml) which had been neutralized by addition of N-methylmorpholine (11.66 ml). After work-up, the product was obtained as an oil which was used for the next step without further purification.

Provenance & Evidence