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  • 4-Hydroxy-3-methoxybenzeneboronic acid, pinacol ester

  • 4-Hydroxy-3-methoxybenzeneboronic acid, pinacol ester

    Catalog Number
    ACM269410222-1
    CAS Number
    269410-22-2
    Product Name
    4-Hydroxy-3-methoxybenzeneboronic acid, pinacol ester
    Structure
    Category
    Salt
    IUPAC Name
    2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
    Molecular Weight
    250.1g/mol
    Molecular Formula
    C13H19BO4
    Canonical SMILES
    B1(OC(C(O1)(C)C)(C)C)C2=CC(=C(C=C2)O)OC
    InChI
    InChI=1S/C13H19BO4/c1-12(2)13(3,4)18-14(17-12)9-6-7-10(15)11(8-9)16-5/h6-8,15H,1-5H3
    InChI Key
    WFSJROCEOJANPD-UHFFFAOYSA-N
    Purity
    96
    Application
    4-Hydroxy-3-methoxybenzeneboronic acid, pinacol ester, a white to cream crystalline powder, serves multiple purposes in chemical synthesis. It acts as a reactant in the Suzuki-Miyaura cross-coupling reaction, a pivotal method in constructing carbon-carbon bonds. Additionally, it is employed in the preparation of ethylidenedihydroindolones, which are investigated as potential agents in cancer treatment. Furthermore, this compound is instrumental in synthesizing 5,6-dihydropyrrolo[2,1-b]isoquinoline derivatives, which serve as fundamental scaffolds for creating lamellarin analogs through regioselective bromination and Suzuki cross-coupling reactions.
    Complexity
    289
    Covalently-Bonded Unit Count
    1
    Exact Mass
    250.137639g/mol
    Formal Charge
    0
    Heavy Atom Count
    18
    Monoisotopic Mass
    250.137639g/mol
    Rotatable Bond Count
    2
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