149809-43-8 | (5R-cis)-Toluene-4-sulfonic acid 5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-yl)methyltetrahydrofuran-3-ylmethyl ester

CAS:149809-43-8 | (5R-cis)-Toluene-4-sulfonic acid 5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-yl)methyltetrahydrofuran-3-ylmethyl ester,Description

Introduction This compound is part of a class of chemicals with diverse applications in organic synthesis and medicinal chemistry. Its structure features a tetrahydrofuran ring and a toluene-4-sulfonic acid ester component, combined with difluorophenyl and triazolyl groups.

Synthesis Analysis The synthesis of related compounds often involves cycloaddition reactions, as demonstrated by Petrov, Kalyazin, and Somov (2021) in their study on the synthesis of ethyl esters of cis-4-(methanesulfonyl)-cis-5-arylprolines (Petrov, Kalyazin, & Somov, 2021). Additionally, complex reactions involving various catalysts and conditions are often employed in the synthesis of similar compounds, as seen in the work of Erdem and Kara (2012) on sulfonic acid functionalized polymers (Erdem & Kara, 2012).

Molecular Structure Analysis The molecular structure of such compounds typically features intricate arrangements of rings and functional groups. Studies like those conducted by Şahin et al. (2014) on 4-amino-1,2,4-triazole derivatives provide insights into the complex molecular structures and intermolecular interactions in similar molecules (Şahin et al., 2014) .

Chemical Reactions and Properties Chemical reactions involving such compounds are varied and can lead to a range of products. For instance, the study by Kulinkovich, Tishchenko, and Romashin (1988) discusses the transformation of alkyl esters into substituted furanones under specific conditions (Kulinkovich, Tishchenko, & Romashin, 1988).

Physical Properties Analysis The physical properties of such compounds, like solubility and thermal stability, are crucial for their application in synthesis and pharmaceuticals. The research by Dong, Liu, and Chen (2018) on the synthesis of a fluorescent labeling reagent provides an example of the detailed analysis of physical properties required for such compounds (Dong, Liu, & Chen, 2018).

Chemical Properties Analysis These compounds' chemical properties, such as reactivity and catalytic activity, are key to their applications. The study by Koschella et al. (2006) on sulfonic acid esters from polysaccharides exemplifies the investigation into such chemical properties (Koschella et al., 2006).

Scientific Research Applications

Sulfonic Acid Salts in Pharmaceutical Development

Sulfonic acid salts, particularly those synthesized using an alcohol solvent, are scrutinized for potential mutagenic impurities, such as alkyl sulfonates. Despite regulatory concerns, evidence suggests that the formation of esters from sulfonic acids in the presence of alcohol is thermodynamically unfavored, indicating minimal risk of impurity formation in pharmaceutical bases (Snodin & Teasdale, 2015). This finding is crucial for the development and regulatory assessment of new pharmaceuticals, ensuring that the risks associated with sulfonic acid salt use are accurately understood and managed.

Analytical and Regulatory Challenges of Alkyl and Aryl Sulfonic Acids

The evolution of analytical methodologies for detecting potential genotoxic impurities (PGIs), such as alkyl esters of alkyl and aryl sulfonic acids in new active pharmaceutical ingredients (APIs), highlights significant challenges. These challenges include the development of robust analytical methods capable of trace determination and the influence of analytical and process chemistry capabilities on regulatory limits for genotox impurities (Elder, Teasdale, & Lipczynski, 2008).

Environmental Fate of Polyfluoroalkyl Chemicals

Research into the environmental biodegradability of polyfluoroalkyl chemicals, which can degrade into perfluoroalkyl carboxylic (PFCAs) and sulfonic acids (PFSAs), addresses the need for understanding the environmental fate and effects of these persistent pollutants. This review emphasizes the importance of laboratory investigations and environmental monitoring to manage the risks associated with these substances (Liu & Avendaño, 2013).

Utilization of Trifluoromethanesulfonic Acid in Synthesis

Trifluoromethanesulfonic acid, a compound with related structural features to sulfonic acids, is highlighted for its use in organic synthesis, including electrophilic aromatic substitution reactions. Its high protonating power and low nucleophilicity make it a valuable reagent for generating cationic species from organic molecules, facilitating the study of their transformations (Kazakova & Vasilyev, 2017).

More Information