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CAS 459423-32-6

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3-(1-Adamantyl)-4-methoxyphenylboronic acid

Description:
3-(1-Adamantyl)-4-methoxyphenylboronic acid is an organoboron compound characterized by the presence of a boronic acid functional group, which is known for its ability to form reversible covalent bonds with diols, making it useful in various chemical reactions, particularly in Suzuki coupling reactions. The compound features an adamantyl group, which contributes to its hydrophobic characteristics and steric bulk, enhancing its potential applications in medicinal chemistry and material science. The methoxy group on the phenyl ring increases the electron density, potentially influencing the reactivity of the boronic acid. This compound is typically a white to off-white solid and is soluble in organic solvents, with limited solubility in water. Its unique structure allows for interactions with biological targets, making it of interest in drug development and synthesis. Additionally, the presence of the boronic acid moiety allows for the formation of complexes with sugars and other biomolecules, which can be exploited in various biochemical applications.
Formula:C17H23BO3
InChI:InChI=1/C17H23BO3/c1-21-16-3-2-14(18(19)20)7-15(16)17-8-11-4-12(9-17)6-13(5-11)10-17/h2-3,7,11-13,19-20H,4-6,8-10H2,1H3
SMILES:COc1ccc(cc1C12CC3CC(CC(C3)C2)C1)B(O)O
Synonyms:
  • [4-Methoxy-3-(Tricyclo[3.3.1.1(3,7)]Dec-1-Yl)Phenyl]Boronic Acid
  • (4-Methoxy-3-Tricyclo[3.3.1.13,7]Dec-1-Ylphenyl)Boronic Acid
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