3-tert-Butoxycarbonylphenylboronicacid CAS: 220210-56-0
Catalog Number | XD93435 |
Product Name | 3-tert-Butoxycarbonylphenylboronicacid |
CAS | 220210-56-0 |
Molecular Formula | C11H15BO4 |
Molecular Weight | 222.05 |
Storage Details | Ambient |
Product Specification
Appearance | White powder |
Assay | 99% min |
3-tert-Butoxycarbonylphenylboronic acid, also known as Boc-Ph-B(OH)₂, is an organic compound that belongs to the class of boronic acids. It consists of a phenyl ring substituted with a tert-butoxycarbonyl (Boc) group and a boronic acid (-B(OH)₂) group. This compound has a wide range of applications in organic synthesis, particularly in the field of medicinal chemistry.One primary use of 3-tert-Butoxycarbonylphenylboronic acid is as a protecting group in organic synthesis. The Boc group can be selectively added to an amine functional group to protect it from undesired reactions during the synthesis of complex molecules. The Boc protecting group is stable under a variety of reaction conditions and can be easily removed later using mild acidic conditions, allowing for the selective deprotection of the amine group. This property makes 3-tert-Butoxycarbonylphenylboronic acid a valuable reagent in the synthesis of peptides, pharmaceuticals, and natural products.Furthermore, 3-tert-Butoxycarbonylphenylboronic acid is commonly used in cross-coupling reactions, such as Suzuki-Miyaura coupling. The boronic acid group can undergo a reaction with an organometallic species, typically an aryl or alkyl boronate, resulting in the formation of a carbon-carbon bond. This reaction is widely used to create complex molecular structures and introduce aryl or alkyl groups onto a target molecule. 3-tert-Butoxycarbonylphenylboronic acid, with its Boc protecting group, allows for selective coupling reactions at specific sites in a molecule, enhancing the synthetic versatility and efficiency.Moreover, 3-tert-Butoxycarbonylphenylboronic acid has been investigated for its potential therapeutic applications. Boronic acids, including phenylboronic acid derivatives, have shown various biological activities, such as anticancer, antiviral, and antifungal properties. The ability of 3-tert-Butoxycarbonylphenylboronic acid to participate in cross-coupling reactions can be harnessed to design and synthesize novel compounds with enhanced biological activities. Researchers have explored the synthesis of boronic acid derivatives of 3-tert-Butoxycarbonylphenylboronic acid and evaluated their pharmacological potential.Overall, 3-tert-Butoxycarbonylphenylboronic acid is a versatile compound with applications in organic synthesis, particularly as a protecting group and in cross-coupling reactions. Its unique chemical structure and reactivity make it a valuable reagent for the synthesis of complex molecules, including peptides and pharmaceuticals. Additionally, the potential therapeutic applications of 3-tert-Butoxycarbonylphenylboronic acid and its derivatives make it an interesting compound for further exploration in medicinal chemistry.