The Journal of organic chemistry

In situ formation of N-trifluoroacetoxy succinimide (TFA-NHS): one-pot formation of succinimidyl esters, N-trifluoroacetyl amino acid succinimidyl esters, and N-maleoyl …

NM Leonard, J Brunckova

Index: Leonard, Nicholas M.; Brunckova, Jarmila Journal of Organic Chemistry, 2011 , vol. 76, # 21 p. 9169 - 9174

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Citation Number: 12

Abstract

A method for the in situ formation of N-trifluoroacetoxy succinimide (TFA-NHS) and its application in the formation of succinimidyl esters is presented. The developed method provides N-trifluoroacetyl and N-maleoyl amino acid succinimidyl esters from a variety of amino acids using a one-pot, high-yielding protocol. Investigations into the formation of an N- maleoyl amino acid succinimidyl ester supported the proposal of a revised reaction ...

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