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1-Hydroxybenzotriazole丨CAS 2592-95-2 Best Price
1-Hydroxybenzotriazole (HOBt) is a widely used coupling additive in peptide synthesis and organic chemistry. It is commonly combined with carbodiimide coupling reagents to facilitate amide bond formation and help reduce racemization during peptide coupling. Its established role in synthetic chemistry makes HOBt valuable for peptide research, pharmaceutical intermediate development, and the preparation of specialized organic compounds.
Chemical Identifiers
| InChI | InChI=1S/C6H5N3O/c10-9-6-4-2-1-3-5(6)7-8-9/h1-4,10H |
| InChI Key | ASOKPJOREAFHNY-UHFFFAOYSA-N |
| Smiles | C1=CC=C2C(=C1)N=NN2O |
| EC No. | 219-989-7 |
| MDL No. | MFCD00005805 |
| PubChem CID | 75771 |
Applications
Peptide Synthesis and Peptide Bond Formation
HOBt is widely used in peptide synthesis to support the coupling of protected amino acids and the formation of peptide bonds. When combined with suitable coupling reagents, it can improve coupling performance and help minimize racemization under appropriate reaction conditions. It is applicable to solution-phase peptide synthesis and selected solid-phase synthesis workflows for research peptides and modified peptide sequences.
Pharmaceutical Research and Drug Discovery
In pharmaceutical research, HOBt supports the preparation of peptide-based compounds, amide-containing intermediates, and other molecules used in medicinal chemistry. It can be incorporated into synthetic routes involving carboxylic acids and amines, helping researchers investigate molecular structures and develop candidate compounds. Its suitability depends on the target molecule, reaction conditions, and required impurity profile.
Organic Synthesis and Amide Coupling
Modified Peptides and Specialty Compounds
HOBt can support the synthesis of modified peptides and complex organic structures containing multiple amide linkages. It is particularly relevant to research workflows where maintaining stereochemical integrity during amino acid coupling is important. Researchers can select suitable coupling conditions based on substrate sensitivity, protecting-group strategy, and the desired characteristics of the final product.
