N,N′-Dicyclohexylcarbodiimide (DCC or DCCD)[1] is an organic compound with the chemical formula (C 6 H 11 N) 2 C. It is a waxy white solid with a sweet odor. Its primary use is to couple amino acids during artificial peptide synthesis. The low melting point of this material allows it to be melted for easy handling.

Jan 23, 2023 · In this reaction the carboxylic acid adds to the DCC molecule to form a good leaving group which can then be displaced by an amine during nucleophilic substitution. DCC induced coupling to form an amide linkage is an important reaction in the synthesis of peptides.

One of the strategies is to use a coupling agent such as DCC (N,N’-dicyclohexane carbodiimide) or EDC (1-Ethyl-3- (3-dimethylaminopropyl)carbodiimide. Both are carbamides (RN=C=NR) which prevent the acid-base reaction and make the carboxylic acid susceptible to a nucleophilic attack.

In practice, the reaction with carboxylic acids, DCC and amines leads to amides without problems, while the addition of approximately 5 mol-% DMAP is crucial for the efficient formation of esters.

Feb 28, 2018 · We’ll provide a brief overview of amide nomenclature, two important properties of amides that differ greatly from amines, and go over three key strategies for amide synthesis. Table of Contents. Synthesis of Amides, Part 1. Nucleophilic Acyl Substitution of Acyl Halides (Or Anhydrides) With Amines. Quiz Yourself! 1.

During a DCC amide coupling, the OH of a carboxylic acid is made into a good leaving group which can then be replaced by an amine during nucleophilic acyl substitution. Using DCC as a coupling reagent, 1 o and 2 o amines can be used to create 2 o and 3 o amides respectfully.

DCC (dicyclohexyl carbodiimide) is one of the most frequently used coupling agents, especially in organic synthesis applications. It has been used for peptide synthesis since 1955 (Sheehan and Hess, 1955) and continues to be a popular choice for creating peptide bonds (Barany and Merrifield, 1980).

Sep 12, 2014 · Description: Treatment of carboxylic acids with amines in the presence of the dehydrating agent N,N’-dicyclohexylcarbodiimide (DCC) leads to the formation of amides. This is particularly useful for peptide synthesis.

Example procedures for the conversion of an amine to an amide using N,N'-dicyclohexylcarbodiimide (DCC).

DCC, or dicyclohexylcarbodiimide, is a coupling agent commonly used in organic chemistry for the activation and coupling of carboxylic acids and alcohols, as well as in peptide synthesis and the preparation of acid anhydrides.