There are many methods for activating a carboxylic acid in preparation for coupling with an amine. The

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There are many methods for activating a carboxylic acid in preparation for coupling with an amine. The following method converts the acid to an N-hydroxysuccinimide (NHS) ester.
There are many methods for activating a carboxylic acid in

(a) Explain why an NHS ester is much more reactive than a simple alkyl ester.
(b) Propose a mechanism for the reaction shown.
(c) Propose a mechanism for the reaction of the NHS ester with an amine, R - NH2.

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Organic Chemistry

ISBN: 978-0321768414

8th edition

Authors: L. G. Wade Jr.

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