N. N ‘- Dicyclohexylcarbodiimide (DCC) is a commonly used dehydrating agent with the chemical formula C13H22N2, which is particularly important in peptide synthesis.
Basic Information
【Product name】 1,3-Dicyclohexylcarbodiimide (DCC)
【 Molecular Weight 】 206.33
【CAS】[538-75-0]
【Physical Properties】Milky white solid, Melting Point: 34~35℃, Boiling Point: 122~124℃.It is easily soluble in dichloromethane, tetrahydrofuran, acetonitrile, and N, N-dimethylformamide.
Product Manager: Grace Zhang/grace@coreychem.com
DCC is an excellent peptide coupling reagent and low-temperature biochemical dehydrating agent. It also functions as an inhibitor for modifying bovine heart mitochondrial transhydrogenase, F1F0-ATPase, and other hydrogen transfer enzymes.
- Used for dehydration in the synthesis of drugs such as amikacin and amikacin sulfate;
- It is the core dehydrating agent for glutathione synthesis
- Can be used in the production of angiotensin and cyclic adenosine monophosphate (cAMP).
- Peptide synthesis: It is a key reagent for amino acid condensation in peptide synthesis, especially suitable for Fmoc-solid-phase synthesis. It can promote the efficient synthesis of peptides from compounds with free carboxyl and amino groups at room temperature, with high yields;
- Nucleic acid synthesis: Widely used in the process of nucleic acid synthesis.
- Mild reaction conditions: room/low temperature, short reaction time;
- Easy product separation: by-product dicyclohexylurea has low solubility in organic solvents,which is easy to be purified;
- Broad applicability: Insoluble in water, so reactions can proceed normally even in aqueous solutions.
- Synthesis of amides, esters, and acid anhydrides: As a dehydrating agent, it enables high-yield, fast reactions in the formation of amide bonds between amines and carboxylic acids; it can promote the coupling reaction between primary alcohols, secondary alcohols, alkyl mercaptans, etc., and carboxylic acid compounds (yields are relatively low for alcohols with large steric hindrance); and can also be used in phosphate ester synthesis;
- Oxidative conversion of alcohols: In the presence of DMSO (dimethyl sulfoxide), DCC can activate DMSO to convert primary alcohols to aldehydes and secondary alcohols to ketones. The reaction conditions are extremely mild, with a single product and good chemical selectivity;
- Thiourea conversion: Can convert thiourea to cyanoguanidine under appropriate conditions;
- Activated ester synthesis: Promotes the reaction between carboxylic acids and NHS (N-hydroxysuccinimide) to form activated esters, and subsequent nucleophilic attack by amino or hydroxyl groups can form amide or ester bonds.
