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CAS 374595-05-8

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(3-BOC-amino-5-nitrophenyl) boronic acid

Description:
(3-BOC-amino-5-nitrophenyl) boronic acid is a boronic acid derivative characterized by the presence of a boron atom bonded to a phenyl group that is further substituted with a nitro group and a tert-butyloxycarbonyl (BOC) amino group. This compound typically exhibits properties associated with both boronic acids and aromatic amines, including the ability to form reversible covalent bonds with diols, which is a key feature in applications such as drug development and molecular recognition. The BOC group serves as a protecting group for the amino functionality, making it useful in synthetic chemistry for selective reactions. The nitro group contributes to the compound's electronic properties, potentially enhancing its reactivity and solubility in various solvents. Overall, (3-BOC-amino-5-nitrophenyl) boronic acid is valuable in organic synthesis and medicinal chemistry, particularly in the development of targeted therapies and in the study of biological interactions involving boron-containing compounds.
Formula:C11H15BN2O6
InChI:InChI=1/C11H15BN2O6/c1-11(2,3)20-10(15)13-8-4-7(12(16)17)5-9(6-8)14(18)19/h4-6,16-17H,1-3H3,(H,13,15)
SMILES:CC(C)(C)OC(=Nc1cc(cc(c1)N(=O)=O)B(O)O)O
Synonyms:
  • Tert-Butyl [3-Nitro-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Phenyl]Carbamate
  • {3-[(Tert-Butoxycarbonyl)Amino]-5-Nitrophenyl}Boronic Acid
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