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    204589-80-0

    Catalog No. EBD43153

    CAS 204589-80-0

    Name Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepropanoate

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    Basic Information

    Synonyms: 3-Azetidinepropanoicacid,1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-,methylester,(3R,4S)- methyl3-[(2S,3R)-2-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-4-oxoazetidin-3-yl]propanoate Methyl(3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepropanoate

    Molecular Formula: C26H24FNO4

    Molecular Weight: 433.47

    MDL Number: MFCD13194755

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > APIs and Their Salts > Anti-infectives

    Product Description:
    This compound, (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(benzyloxy)phenyl]-3-azetidinepropanoic acid methyl ester, is a key chiral β-lactam (azetidinone) intermediate. It features a 4-phenylazetidinone core substituted with a 4-fluorophenyl group and a propanoic acid methyl ester side chain, with the benzyloxy group serving as a common protecting group. Its primary and well-documented application is in the synthesis of Ezetimibe, a widely prescribed cholesterol absorption inhibitor used to treat hypercholesterolemia. The (3R,4S) stereochemistry of this intermediate is crucial for the biological activity of the final API. The synthesis route involving this compound is a critical step in constructing the pharmacologically active azetidinone core of Ezetimibe. As a specialized chiral building block, its use is almost exclusively tied to pharmaceutical manufacturing processes for this specific drug. It is not a general-purpose synthetic reagent. Handling requires standard precautions for fine chemicals in a controlled laboratory or production environment.
    Physical Properties

    Boiling Point: 628.309 °C at 760 mmHg

    Flash Point: 333.789 °C

    Density: 1.239 g/cm3

    mg g kg ml l t