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    191090-29-6

    Catalog No. EBD2210922

    CAS 191090-29-6

    Name (S)-4-Methyl-5,5-diphenyloxazolidin-2-one

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    Basic Information

    Synonyms: (S)-4-Methyl-5,5-diphenyloxazolidin-2-one (s)-(-)-55-diphenyl-4-methyl-2-oxazoli& (s)-(-)-5,5-diphenyl-4-methyl-2-oxazolid (S)-(-)-55-DIPHENYL-4-METHYL-2-OXAZOLI (4S)-4-methyl-5,5-diphenyl-1,3-oxazolidin-2-one

    Molecular Formula: C16H15NO2

    Molecular Weight: 253.3

    MDL Number: MFCD03093550

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

    Product Description:
    (S)-4-Methyl-5,5-diphenyloxazolidin-2-one is a chiral oxazolidinone derivative. It serves as a versatile chiral auxiliary in asymmetric synthesis, particularly in the Evans aldol reaction. The compound's structure features a rigid, well-defined chiral environment provided by the 5,5-diphenyl-substituted oxazolidinone ring, which is crucial for inducing high diastereoselectivity in the formation of new stereocenters. Its primary application is in the synthesis of complex, enantiomerically pure molecules, especially in pharmaceutical research and development. It is used to prepare key intermediates for active pharmaceutical ingredients (APIs), including β-hydroxy carbonyl compounds and α-amino acids. The (S)-enantiomer is specifically employed to control the absolute stereochemistry of the final products. While its core use is as a chiral auxiliary in medicinal chemistry, making it a valuable pharmaceutical intermediate, it is also a fundamental building block in advanced organic synthesis laboratories. It is commercially available from fine chemical suppliers specializing in chiral reagents and synthetic building blocks.
    Physical Properties

    Melting Point: 263-267 °C(lit.)

    Boiling Point: 464.953 °C at 760 mmHg

    Flash Point: 234.995 °C

    Density: 1.156 g/cm3

    mg g kg ml l t