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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Thiophenes Thiophene carboxylic acids and derivatives

Comprehensive Overview of Methyl 5-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate (CAS No. 1235545-46-6)

In the realm of organic chemistry and pharmaceutical research, Methyl 5-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate (CAS No. 1235545-46-6) has emerged as a compound of significant interest. This boronic ester derivative, characterized by its thiophene core and dioxaborolane functional group, is widely utilized in Suzuki-Miyaura cross-coupling reactions—a cornerstone of modern synthetic chemistry. Its unique structure enables the formation of carbon-carbon bonds, making it invaluable in the development of novel heterocyclic compounds and pharmaceutical intermediates.

The compound’s CAS No. 1235545-46-6 is frequently searched in academic and industrial databases, reflecting its relevance in drug discovery and material science. Researchers are particularly drawn to its stability under ambient conditions and compatibility with diverse reaction conditions. Recent trends highlight its application in the synthesis of biaryl compounds, which are pivotal in agrochemicals and OLED materials. As sustainability gains traction, the demand for efficient boron-based reagents like this compound has surged, aligning with green chemistry principles.

One of the most common queries related to Methyl 5-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate revolves around its synthetic protocols and handling precautions. While the compound is not classified as hazardous, proper storage in anhydrous environments is recommended to maintain its reactivity. Analytical techniques such as NMR spectroscopy and HPLC are routinely employed to verify its purity, a critical factor in high-yield reactions. The thiophene-boronate moiety also sparks interest in catalysis research, where it serves as a ligand or precursor for transition-metal complexes.

From an industrial perspective, scalability and cost-effectiveness are key considerations. Manufacturers of CAS No. 1235545-46-6 often optimize routes involving Pd-catalyzed borylation or esterification to meet bulk demands. The compound’s role in proteolysis-targeting chimeras (PROTACs)—a hot topic in targeted protein degradation—further underscores its versatility. As AI-driven molecular design advances, this boronic ester is increasingly featured in virtual screening libraries, highlighting its potential in next-generation therapeutics.

In summary, Methyl 5-ethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate exemplifies the intersection of innovation and practicality in synthetic chemistry. Its applications span medicinal chemistry, materials engineering, and beyond, making it a staple in research laboratories worldwide. For those exploring boron-containing building blocks or C-C coupling strategies, this compound remains a compelling subject of study.

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