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  • (S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine

  • (S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine

    Catalog Number
    ACM112022818
    CAS Number
    112022-81-8
    Product Name
    (S)-5,5-Diphenyl-2-methyl-3,4-propano-1,3,2-oxazaborolidine
    Structure
    Category
    Other Electronic Materials
    Synonyms
    AKOS015840981; (S)-1-methyl-3,3-diphenyltetrahydro-1H,3H-pyrrolo[1,2-c][1,3,2]oxazaborole; MFCD00078439; (S)- Methyl-CBS-oxazaborolidine; ZINC169743318; (S)-tetrahydro-1-methyl-3,3-diphenyl-1 H,3 H-pyrrolo[1,2-c][1,3,2] oxazaborole; (S)-1-methyl-3,3-diphenylhexahydropyrrolo-[1,2-c][1,3,2]oxazaborole; (S)-tetrahydro-1-methyl-3,3-diphenyl-1 H,3H-pyrrolo[1,2-c]-[1,3,2]oxazaborole; (S)-Me-CBS; Corey catalyst;
    IUPAC Name
    (3aS)-1-methyl-3,3-diphenyl-3a,4,5,6-tetrahydropyrrolo[1,2-c][1,3,2]oxazaborole;
    Molecular Weight
    277.174g/mol
    Molecular Formula
    C18H20BNO;
    Canonical SMILES
    B1(N2CCCC2C(O1)(C3=CC=CC=C3)C4=CC=CC=C4)C;
    InChI
    InChI=1S/C18H20BNO/c1-19-20-14-8-13-17(20)18(21-19,15-9-4-2-5-10-15)16-11-6-3-7-12-16/h2-7,9-12,17H,8,13-14H2,1H3/t17-/m0/s1;
    InChI Key
    VMKAFJQFKBASMU-KRWDZBQOSA-N;
    Application
    Convenient catalyst for the enantioselective borane reduction of ketones at ambient temperatures.

    Asymmetric synthesis of α-chiral hydroxyalkylphosphines via a catalytic, enantioselective reduction of acylphosphines.

    Nickel-catalyzed cross-couplings of benzylic pivalates with arylboroxines: Stereospecific formation of diarylalkanes and triarylmethanes.

    Enantioselective reduction of prochiral ketones with NaBH4/Me2SO4/(S)-Me-CBS.
    Storage
    Refrigerator
    Complexity
    344
    Covalently-Bonded Unit Count
    1
    Defined Atom Stereocenter Count
    1
    Exact Mass
    277.164g/mol
    Heavy Atom Count
    21
    Monoisotopic Mass
    277.164g/mol
    Rotatable Bond Count
    2
    Topological Polar Surface Area
    12.5A^2
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