Comprehensive Guide to Cyclobutylboronic Acid (CAS No. 849052-26-2): Properties, Applications, and Industry Insights
Cyclobutylboronic acid (CAS No. 849052-26-2) is a specialized boronic acid derivative widely recognized for its role in organic synthesis and pharmaceutical research. This compound, featuring a cyclobutyl group attached to a boronic acid functional group, is a valuable building block in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern medicinal chemistry. Its unique structure enables the formation of carbon-carbon bonds, making it indispensable in the development of novel therapeutics and agrochemicals.
The growing demand for cyclobutyl-containing compounds in drug discovery has positioned Cyclobutylboronic acid as a highly sought-after reagent. Researchers frequently search for "CAS 849052-26-2 suppliers," "Cyclobutylboronic acid solubility," or "boronic acid stability"—reflecting key concerns in handling and application. Recent trends also highlight interest in "green chemistry alternatives" for boronic acid synthesis, aligning with the industry's shift toward sustainable practices.
From a chemical perspective, Cyclobutylboronic acid exhibits notable stereoelectronic properties due to its strained four-membered ring. This feature enhances its reactivity in transition-metal-catalyzed reactions, particularly in constructing cyclobutane scaffolds—a structural motif gaining traction in protease inhibitor design. Analytical data reveals its typical boronic acid IR absorption at ~1340 cm-1 (B-O stretch) and ~3200 cm-1 (O-H stretch), critical for quality verification.
Storage and handling of CAS No. 849052-26-2 require attention to moisture sensitivity, a common query among users. Best practices recommend anhydrous conditions at 2–8°C under inert gas, with MSDS-compliant packaging to ensure longevity. The compound’s crystalline form (typically white to off-white powder) facilitates accurate weighing for stoichiometric applications, though some users inquire about "Cyclobutylboronic acid solution preparation" for high-throughput screening.
Innovative applications continue to emerge, particularly in PET radiopharmaceuticals where boronic acid esters serve as 18F-labeling precursors. This connects to trending searches like "boronic acids in imaging agents" and "cyclobutyl metabolic stability." Furthermore, computational studies exploring "cyclobutylboronate DFT calculations" demonstrate its utility in rational drug design, addressing another hot topic in computational chemistry forums.
Quality benchmarks for 849052-26-2 emphasize HPLC purity (>97%) and low heavy metal content (<10 ppm), parameters frequently verified via "Cyclobutylboronic acid NMR characterization" (δ11B ~30 ppm in DMSO-d6). Suppliers often provide "technical data sheets" detailing batch-to-batch consistency—a critical factor for GMP-compliant applications. Recent patents also highlight derivatization techniques to enhance its hydrolytic stability, addressing a key industry challenge.
As the pharmaceutical sector explores sp3-rich architectures, Cyclobutylboronic acid gains prominence in fragment-based drug discovery. Its vector geometry enables precise molecular editing, aligning with searches for "three-dimensional fragments" and "Fsp3 optimization." The compound’s logP value (~1.2) and hydrogen bond donor capacity further contribute to its utility in optimizing lipophilic efficiency (LipE).
Environmental considerations drive interest in "boronic acid waste treatment" protocols, with recommended neutralization using aqueous hydrogen peroxide. This reflects broader ESG (Environmental, Social, and Governance) trends influencing chemical procurement. Meanwhile, advancements in continuous flow chemistry demonstrate improved safety profiles for Cyclobutylboronic acid-mediated reactions, another area garnering research attention.
In summary, Cyclobutylboronic acid (CAS 849052-26-2) represents a versatile synthetic intermediate at the intersection of methodology development and applied research. Its evolving applications—from bioconjugation chemistry to materials science—ensure sustained relevance, while quality control innovations address user concerns about reproducibility and supply chain reliability in fine chemical markets.
