(4-BOC-AMINOPHENYL)BORONIC ACID CAS:380430-49-9

(4-BOC-aminophenyl)boronic acid is an important compound in organic synthesis, notable for its versatility in forming carbon-carbon bonds. It features a boronic acid group attached to a 4-tert-butyloxycarbonyl (BOC) protected amine on a phenyl ring. The BOC group is a common protecting group used to temporarily mask amine functionalities, enabling chemists to perform reactions selectively without interfering with the amine's reactivity. One of the primary applications of (4-BOC-aminophenyl)boronic acid lies in Suzuki-Miyaura coupling reactions, which facilitate the formation of biaryl compounds. This reaction is widely utilized to synthesize pharmaceuticals, agrochemicals, and advanced materials. The boronic acid moiety enables coordination to palladium catalysts, promoting the coupling reaction between aryl halides and various nucleophiles, ultimately leading to the desired biaryl products. The ability to easily deprotect the BOC group makes (4-BOC-aminophenyl)boronic acid a valuable building block for further synthetic modifications. Once the BOC group is removed, the free amine can take part in numerous reactions, including amination, acylation, and cyclization, thus expanding the scope of potential derivatives that can be synthesized from this compound. Additionally, (4-BOC-aminophenyl)boronic acid plays a significant role in the development of new materials, particularly in the field of polymer chemistry. Its reactivity and ability to form stable linkages make it suitable for constructing sophisticated polymer networks with defined properties. Overall, (4-BOC-aminophenyl)boronic acid exemplifies the critical intersection of organic chemistry, medicinal chemistry, and materials science, making it an essential compound in contemporary research and development.