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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Phenyl sulfoxides

4-(Cyclopropylmethylsulfinyl)phenylboronic Acid (CAS No. 1217501-04-6): A Versatile Boronic Acid Derivative in Modern Chemistry

4-(Cyclopropylmethylsulfinyl)phenylboronic Acid (CAS No. 1217501-04-6) is an organoboron compound that has gained significant attention in pharmaceutical research and material science. This boronic acid derivative features a unique cyclopropylmethylsulfinyl group attached to a phenylboronic acid core, making it a valuable building block for Suzuki-Miyaura cross-coupling reactions and other catalytic processes. Its molecular structure combines the reactivity of boronic acids with the steric and electronic effects of the sulfinyl moiety, offering distinct advantages in synthetic applications.

The growing demand for 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid reflects broader trends in medicinal chemistry, where researchers increasingly seek chiral sulfoxide-containing compounds for drug development. This compound's sulfinyl group contributes to its potential as a precursor for biologically active molecules, particularly in the design of enzyme inhibitors and receptor modulators. Recent studies highlight its utility in creating novel therapeutic agents, especially in areas like oncology and inflammation research.

From a synthetic perspective, 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid demonstrates excellent stability under various reaction conditions, making it suitable for multi-step organic synthesis. Its boronic acid functionality enables efficient carbon-carbon bond formation, while the cyclopropylmethylsulfinyl moiety can influence the stereochemical outcome of reactions. These properties align with current industry needs for stereoselective synthesis methods and green chemistry approaches that minimize waste and improve atom economy.

The compound's physicochemical properties have been extensively characterized. 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid typically appears as a white to off-white crystalline powder with good solubility in common organic solvents like dimethyl sulfoxide (DMSO) and tetrahydrofuran (THF). These characteristics facilitate its handling in laboratory settings and industrial applications. Researchers particularly value its compatibility with aqueous reaction conditions, which expands its utility in bioconjugation chemistry.

In the pharmaceutical sector, 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid has emerged as a key intermediate for developing targeted therapies. Its structural features make it valuable for creating proteasome inhibitors and other compounds that modulate cellular signaling pathways. The compound's potential in cancer drug discovery has attracted particular interest, with several research groups investigating its derivatives as potential kinase inhibitors and apoptosis inducers.

Material scientists have also explored applications of 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid beyond medicinal chemistry. Its ability to form stable complexes with diols and other functional groups makes it useful for developing molecular sensors and smart materials. Recent innovations include its incorporation into polymer matrices for glucose sensing and its use in creating self-healing materials that respond to environmental stimuli.

The synthesis of 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid typically involves palladium-catalyzed borylation of appropriate aryl precursors, followed by oxidation to introduce the sulfinyl group. Manufacturers have optimized these processes to ensure high purity and yield, meeting the stringent requirements of pharmaceutical applications. Quality control measures include HPLC analysis and spectroscopic characterization to verify the compound's identity and purity.

Market analysis indicates steady growth in demand for 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid, driven by expanding research in precision medicine and personalized therapeutics. The compound's versatility supports its use across multiple therapeutic areas, maintaining its position as a valuable research chemical in both academic and industrial laboratories. Suppliers typically offer it in various quantities, from milligram-scale for initial screening to kilogram quantities for process development.

Safety considerations for handling 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid follow standard laboratory protocols for organoboron compounds. While not classified as highly hazardous, proper personal protective equipment including gloves and eye protection is recommended. The compound should be stored in a cool, dry environment, protected from moisture to maintain its stability over time.

Future research directions for 4-(Cyclopropylmethylsulfinyl)phenylboronic Acid include exploring its potential in bioconjugation techniques and drug delivery systems. The unique properties of both the boronic acid and sulfinyl functional groups may enable novel applications in targeted drug release and diagnostic agent development. As synthetic methodologies advance, we anticipate seeing more innovative uses of this versatile compound across chemical and life sciences.

• 1217501-03-5(4-(Cyclopropylmethylthio)phenylboronic acid)
• 1217501-02-4(4-(Butylsulfonyl)phenylboronic acid)
• 1217501-01-3(4-(Butylsulfinyl)phenylboronic acid)
• 1217500-99-6(4-(Isobutylsulfonyl)phenylboronic acid)
• 1217501-07-9(4-(Cyclopropylsulfonyl)phenylboronic acid)
• 1217501-34-2(4-(Propylsulfonyl)phenylboronic acid)
• 1217500-98-5(4-(Isobutylsulfinyl)phenylboronic acid)
• 863248-21-9(4-Ethylsulfinylphenylboronic acid)
• 1217501-06-8(4-(Cyclopropylsulfinyl)phenylboronic acid)
• 1217500-92-9(4-(Isopentylsulfinyl)phenylboronic acid)