Journal of the American Chemical Society

Convenient Syntheses of L-Isoglutamine and L-Isoasparagine through Derivatives Commonly Useful for Peptide Synthesis

C Ressler

Index: Ressler,C. Journal of the American Chemical Society, 1960 , vol. 82, p. 1641 - 1644

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Citation Number: 18

Abstract

A new route to L-isoglutamine and a simplified route leading to 1-isoasparagine are described. Carbobenzoxy-L-glutamic acid was converted through preferential activation of its a-carboxyl group followed by treatment with NH3 to carbobenzoxy-L-isoglutamine, from which L-isoglutamine was obtained through hydrogenolysis. Direct amidation of p- toluenesulfonyl-L-aspartic anhydride yielded p-toluenesulfonyl-L-isoasparagine, which, ...

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