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CAS 849934-89-0

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6-(Methylthio)pyridine-3-boronic acid pinacol ester

Description:
6-(Methylthio)pyridine-3-boronic acid pinacol ester is an organoboron compound characterized by the presence of a pyridine ring substituted with a methylthio group and a boronic acid moiety that is esterified with pinacol. This compound typically exhibits properties associated with boronic acids, such as the ability to form reversible covalent bonds with diols and other nucleophiles, making it useful in various organic synthesis applications, particularly in cross-coupling reactions like Suzuki-Miyaura coupling. The methylthio group enhances the compound's reactivity and solubility in organic solvents. Additionally, the pinacol ester form provides stability and facilitates handling, while also allowing for the release of the boronic acid functionality under specific conditions. Overall, this compound is valuable in medicinal chemistry and materials science for its role in the synthesis of complex organic molecules. Its unique structural features contribute to its reactivity and utility in various chemical transformations.
Formula:C12H18BNO2S
InChI:InChI=1/C12H18BNO2S/c1-11(2)12(3,4)16-13(15-11)9-6-7-10(17-5)14-8-9/h6-8H,1-5H3
SMILES:CC1(C)C(C)(C)OB(c2ccc(nc2)SC)O1
Synonyms:
  • 2-Methylsulfanyl-5-(4,4,5,5-Tetramethyl-1,3,2-Dioxaborolan-2-Yl)Pyridine
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