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CAS 883231-20-7

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6-(tert-butoxycarbonylamino)pyridin-3-ylboronic acid

Description:
6-(tert-Butoxycarbonylamino)pyridin-3-ylboronic acid is a boronic acid derivative characterized by the presence of a pyridine ring substituted at the 3-position with a boronic acid functional group and a tert-butoxycarbonyl (Boc) amino group at the 6-position. This compound is typically used in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals, due to its ability to form reversible covalent bonds with diols, making it useful in various coupling reactions. The boronic acid moiety allows for participation in Suzuki-Miyaura cross-coupling reactions, which are essential for constructing complex organic molecules. The tert-butoxycarbonyl group serves as a protecting group for the amine, facilitating selective reactions without affecting the amine functionality. The compound is generally stable under standard laboratory conditions but should be handled with care due to the reactivity of the boronic acid group. Its solubility and reactivity can vary depending on the solvent and reaction conditions, making it a versatile intermediate in synthetic chemistry.
Formula:C10H15BN2O4
InChI:InChI=1S/C10H15BN2O4/c1-10(2,3)17-9(14)13-8-5-4-7(6-12-8)11(15)16/h4-6,15-16H,1-3H3,(H,12,13,14)
SMILES:CC(C)(C)OC(=Nc1ccc(cn1)B(O)O)O
Synonyms:
  • (5-Borono-2-pyridinyl)-carbamic acid C-(1,1-dimethylethyl) ester
  • [6-[(tert-Butoxycarbonyl)amino]pyridin-3-yl]boronic acid
  • 2-Boc-Amino Pyridine-5-Boronic Acid
  • [6-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-3-pyridinyl]boronic acid
  • 6-(N-Boc-amino)pyridine-3-boronic acid
  • (6-{[(Tert-Butoxy)Carbonyl]Amino}Pyridin-3-Yl)Boronic Acid
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