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CAS 330793-09-4

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3-(Boc-amino)benzeneboronic acid pinacol ester

Description:
3-(Boc-amino)benzeneboronic acid pinacol ester is a chemical compound characterized by its boronic acid functionality, which is known for its ability to form reversible covalent bonds with diols and is widely used in organic synthesis, particularly in Suzuki coupling reactions. The presence of the Boc (tert-butyloxycarbonyl) protecting group on the amino group enhances the compound's stability and solubility, making it suitable for various synthetic applications. The pinacol ester moiety contributes to the compound's reactivity and solubility in organic solvents. This compound typically appears as a solid and is sensitive to moisture and air, necessitating careful handling and storage conditions. Its applications extend to medicinal chemistry and materials science, where it can serve as a building block for more complex molecules. Overall, 3-(Boc-amino)benzeneboronic acid pinacol ester is a versatile intermediate in organic synthesis, valued for its functional groups that facilitate diverse chemical transformations.
Formula:C17H26BNO4
InChI:InChI=1/C17H26BNO4/c1-15(2,3)21-14(20)19-13-10-8-9-12(11-13)18-22-16(4,5)17(6,7)23-18/h8-11H,1-7H3,(H,19,20)
SMILES:CC(C)(C)OC(=Nc1cccc(c1)B1OC(C)(C)C(C)(C)O1)O
Synonyms:
  • Carbamic acid, N-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, 1,1-dimethylethyl ester
  • tert-Butyl [3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate
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