Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium Hexafluorophosphate丨CAS 56602-33-6

Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium Hexafluorophosphate丨CAS 56602-33-6
Product Introduction:
CAS No.: 56602-33-6
Product Name: Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate
Molecular Formula: C12H22F6N6OP2
Molecular Weight: 442.28
Synonyms: Bop reagent
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Technical Parameters
Description

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Best Price Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate丨CAS 56602-33-6

 

Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate, commonly known as the BOP reagent, is a specialized coupling reagent used in peptide synthesis and organic chemistry. It facilitates carboxylic acid activation for amide bond formation, supporting the preparation of peptides and other nitrogen-containing organic compounds. Its role in coupling reactions makes it relevant to pharmaceutical research, medicinal chemistry, and the synthesis of structurally complex molecules.

 

Chemical Identifiers

 

InChI InChI=1S/C12H22N6OP.F6P/c1-15(2)20(16(3)4,17(5)6)19-18-12-10-8-7-9-11(12)13-14-18;1-7(2,3,4,5)6/h7-10H,1-6H3;/q+1;-1
InChI Key MGEVGECQZUIPSV-UHFFFAOYSA-N
Smiles

CN(C)[P+](N(C)C)(N(C)C)ON1C2=CC=CC=C2N=N1.F[P-](F)(F)(F)(F)F

EC No. 260-279-1
MDL No. MFCD00011948
PubChem CID 151348

 

 

 

Applications

 

Peptide Synthesis and Peptide Bond Formation

The BOP reagent is used in peptide chemistry to promote the coupling of protected amino acids and the formation of peptide bonds. It supports the assembly of peptide sequences in solution-phase synthesis and other suitable synthetic workflows. Researchers may use it to prepare research peptides, modified peptides, and peptide-derived compounds, with reaction conditions selected according to the target sequence and substrate properties.

Pharmaceutical Research and Drug Discovery

In pharmaceutical research, the BOP reagent can support the preparation of amide-containing intermediates and candidate compounds for medicinal chemistry studies. It is useful in synthetic routes involving the coupling of carboxylic acids with amines, enabling researchers to construct molecular frameworks for further characterization and biological evaluation. Its suitability depends on the target structure, reaction conditions, and impurity-control requirements.

Organic Synthesis and Amide Coupling

The BOP reagent facilitates the activation of carboxylic acids for reaction with suitable nucleophiles, particularly amines, making it useful for amide bond formation. These transformations are important in the synthesis of heterocyclic compounds, functional organic molecules, and specialty chemical intermediates. Researchers can optimize reagent loading, solvent selection, and reaction time to achieve suitable conversion and selectivity.

Synthesis of Complex Molecular Structures

The BOP reagent may be incorporated into synthetic workflows for preparing cyclic peptides, peptide derivatives, and other molecules that require controlled bond formation. It can support multi-step organic synthesis where amide linkages are important structural features. Its application is determined by the functional groups present in the substrate and the requirements of the overall synthetic route.

 

 

 

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