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Comprehensive Overview of Methyl 5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-yl)Thiophene-2-Carboxylate (CAS No. 916138-13-1)

Methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate (CAS No. 916138-13-1) is a highly versatile boronic ester derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound, often referred to as a thiophene-based boronate ester, plays a critical role in Suzuki-Miyaura cross-coupling reactions, a cornerstone methodology for constructing carbon-carbon bonds in modern chemistry. Its unique structure combines a thiophene carboxylate moiety with a pinacol boronate group, making it an invaluable building block for designing advanced materials and bioactive molecules.

In recent years, the demand for boron-containing compounds like methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate has surged due to their applications in drug discovery and OLED materials. Researchers are particularly interested in its role as a key intermediate for synthesizing heterocyclic pharmaceuticals, including kinase inhibitors and antiviral agents. The compound's stability under ambient conditions and compatibility with diverse reaction conditions further enhance its utility in high-throughput screening and combinatorial chemistry.

From an industrial perspective, CAS 916138-13-1 is gaining traction in the development of organic electronic devices. Its thiophene backbone contributes to excellent charge transport properties, while the boronate ester group enables precise structural modifications. This dual functionality aligns with the growing focus on sustainable materials and energy-efficient technologies, addressing contemporary challenges in renewable energy and flexible electronics. Users frequently search for "thiophene boronate synthesis" or "applications of pinacol boronates," reflecting the compound's relevance in cutting-edge research.

Quality control of methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate is paramount, with analytical techniques like HPLC, NMR, and mass spectrometry ensuring purity >98% for critical applications. The compound's solubility in common organic solvents (e.g., THF, DCM) facilitates its integration into multi-step synthetic routes. Notably, its low toxicity profile compared to other organoboron reagents makes it preferable for pharmaceutical applications, a feature often queried as "safety of thiophene boronates" in scientific databases.

Future prospects for CAS 916138-13-1 include emerging applications in bioorthogonal chemistry and proteolysis-targeting chimeras (PROTACs), where its boron-mediated binding properties show promise. As the scientific community increasingly explores "boron in medicinal chemistry" and "green synthesis methods," this compound's strategic importance continues to grow. Proper storage under inert atmosphere and protection from moisture ensure optimal shelf life, addressing common user concerns about "stability of boronic esters."

In summary, methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate represents a fusion of synthetic versatility and functional adaptability. Its expanding role across drug development, material science, and catalysis underscores why it remains a focal point in both academic publications and patent literature, with search trends consistently highlighting "buy thiophene boronate" and "custom boronates synthesis" as key commercial indicators.

• 885069-01-2(2-Thiophenecarboxylic acid, 5-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-)
• 1040281-83-1(5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carbaldehyde)
• 1109284-49-2(methyl 5-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate)
• 1207557-61-6(Ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate)
• 925921-29-5(5-tert-Butoxycarbonylthiophene-2-boronic Acid)
• 1150271-60-5(5-(Ethoxycarbonyl)thiophene-2-boronic Acid Pinacol Ester)
• 690632-26-9(methyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-benzothiophene-2-carboxylate)
• 779335-05-6(5-Carboxylthiophene-2-boronic acid pinacol ester)
• 709648-80-6(Methyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophene-2-carboxylate)
• 1026796-39-3((5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)methanol)