Intramolecular aminolysis of esters. O-Acetylserine and. gamma.-esters of glutamic acid

…, RK Chaturvedi, SM Lane, B Zvilichovsky…

Index: Caswell, Michael; Chaturvedi, Rama K.; Lane, Stuart M.; Zvilichovsky, Bina; Schmir, Gaston L. Journal of Organic Chemistry, 1981 , vol. 46, # 8 p. 1585 - 1593

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Citation Number: 15

Abstract

The kinetics of the concurrent hydrolysis and intramolecular aminolysis of y-ethyl glutamate have been studied in aqueous solution (40" C) in the range of pH 7.6-10.4. While hydrolysis contributes only 3% to the overall rate of reaction of y-ethyl glutamate at pH 10.4, its importance relative to aminolysis increases with decreasing pH; at pH 8, the hydrolysis pathway accounts for 32% of the rate of disappearance of the ester. The pH-rate profile for ...