CAS 6783-05-7: trans-beta-Styreneboronic acid

[(E)-2-Phenylvinyl]boronic acid

E-Phenylethenylboronic acid is an organic compound that can be synthesized in a highly enantioselective manner. This compound has been shown to inhibit protein synthesis and the growth of cancer cells. It binds to amine groups on proteins, thereby inhibiting their activity. E-Phenylethenylboronic acid has also been found to react with cyclopentenones and quinoline derivatives, leading to diagnostic products. The hydroxyl group on this molecule allows it to hydrogen bond with other molecules, making it useful in diagnostic tests for detecting amines.

trans-beta-Styrylboronic acid as reagent is used for palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions, diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction and rhodium (Rh)-catalyzed intramolecular amination of aryl azides. It is also used as reagent in preparation of optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction and amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.