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CAS 848243-25-4

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2-Isopropoxypyridine-3-boronic acid pinacol ester

Description:
2-Isopropoxypyridine-3-boronic 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 other nucleophiles. This compound features a pyridine ring substituted with an isopropoxy group and a boronic acid moiety that has been esterified with pinacol, enhancing its stability and solubility in organic solvents. The presence of the isopropoxy group contributes to its lipophilicity, making it useful in various organic synthesis applications, particularly in cross-coupling reactions such as Suzuki-Miyaura coupling. The pinacol ester form of the boronic acid provides a more stable and less reactive intermediate, which can be advantageous in synthetic pathways. Additionally, this compound may exhibit unique reactivity patterns due to the electronic effects of the pyridine ring and the steric hindrance introduced by the isopropoxy group. Overall, 2-Isopropoxypyridine-3-boronic acid pinacol ester is a valuable reagent in organic chemistry, particularly in the development of pharmaceuticals and agrochemicals.
Formula:C14H22BNO3
InChI:InChI=1/C14H22BNO3/c1-10(2)17-12-11(8-7-9-16-12)15-18-13(3,4)14(5,6)19-15/h7-10H,1-6H3
SMILES:CC(C)Oc1c(cccn1)B1OC(C)(C)C(C)(C)O1
Synonyms:
  • 2-Isopropoxy-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine
  • Pyridine, 2-(1-Methylethoxy)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)-
  • 2-(1-Methylethoxy)-3-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine
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