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CAS 380430-68-2

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(3-BOC-aminophenyl)boronic acid

Description:
(3-BOC-aminophenyl)boronic acid is an organoboron compound characterized by the presence of a boronic acid functional group and a tert-butyloxycarbonyl (BOC) protecting group attached to an amino-substituted phenyl ring. This compound typically exhibits properties such as good solubility in organic solvents, which is advantageous for various synthetic applications. The boronic acid moiety allows for participation in Suzuki-Miyaura cross-coupling reactions, making it valuable in the synthesis of complex organic molecules, particularly in medicinal chemistry and materials science. The BOC group serves as a protective group for the amine, facilitating selective reactions and subsequent deprotection under mild acidic conditions. Additionally, (3-BOC-aminophenyl)boronic acid can engage in hydrogen bonding and may exhibit moderate acidity due to the boronic acid functionality. Its stability and reactivity can be influenced by the presence of other functional groups and the overall molecular structure, making it a versatile intermediate in organic synthesis.
Formula:C11H16BNO4
InChI:InChI=1/C11H16BNO4/c1-11(2,3)17-10(14)13-9-6-4-5-8(7-9)12(15)16/h4-7,15-16H,1-3H3,(H,13,14)
SMILES:CC(C)(C)OC(=Nc1cccc(c1)B(O)O)O
Synonyms:
  • 3-(N-Boc-amino)phenylboronic acid
  • {3-[(Tert-Butoxycarbonyl)Amino]Phenyl}Boronic Acid
  • 3-(tert-Butoxycarbonylamino)phenylboronic acid
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