For chemists engaged in peptide synthesis, understanding the nuanced chemical properties of their reagents is key to achieving optimal results. O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate, known by its CAS number 136849-72-4, is a prominent example of a coupling reagent whose specific attributes make it highly effective. NINGBO INNO PHARMCHEM CO.,LTD. is committed to providing detailed information on such compounds to support researchers.

The molecular formula C10H17BF4N4O3 and molecular weight of 328.07 g/mol for TOTU provide foundational data for its handling and application. Its appearance as a white crystalline powder is typical for many high-purity organic reagents, indicating a well-defined solid state. However, it is the reactivity profile derived from its uronium structure that truly defines its utility. The uronium moiety is inherently electrophilic, making it an excellent activator for carboxylic acids. This activation process is rapid and typically proceeds with high efficiency, forming active esters or similar intermediates that are readily attacked by the nucleophilic amino group of the next amino acid in the growing peptide chain.

Furthermore, the presence of the tetrafluoroborate anion (BF4-) contributes to the overall stability and solubility of the compound in common organic solvents used in peptide synthesis, such as DMF (dimethylformamide) and NMP (N-methyl-2-pyrrolidone). Good solubility is critical for homogeneous reaction mixtures, ensuring that the reagent can interact effectively with the substrate. The specific chemical properties of O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate also influence its behavior in terms of racemization, a persistent challenge in peptide synthesis. While no coupling reagent is entirely free of this issue, TOTU is generally considered to be an efficient reagent that can minimize epimerization when used under appropriate conditions, especially when combined with additives like hydroxybenzotriazole (HOBt).

The cost-effectiveness and availability of high-purity coupling agents for peptides like TOTU are also significant factors for NINGBO INNO PHARMCHEM CO.,LTD. Understanding the chemical properties of O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborate allows researchers to fine-tune their synthesis strategies, selecting the most appropriate reagent for a given sequence or application. This detailed knowledge ensures that laboratories can reliably purchase and utilize these materials to achieve their scientific objectives.

In summary, the chemical properties of TOTU – its high purity, reactivity, solubility, and favorable racemization profile – underscore its importance as a peptide synthesis coupling reagent. By understanding and leveraging these attributes, scientists can confidently employ this compound to synthesize peptides for a wide range of applications, from fundamental research to the development of novel therapeutics.