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    428518-44-9

    Catalog No. EBD25315

    CAS 428518-44-9

    Name (S)-1-Benzyl-5-oxo-pyrrolidine-3-carboxylic acid methyl ester

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    Basic Information

    Synonyms: (S)-1-Benzyl-5-oxo-pyrrolidine-3-carboxylicacidmethylester 3-Pyrrolidinecarboxylicacid,5-oxo-1-(phenylmethyl)-,methylester,(3S)-

    Molecular Formula: C13H15NO3

    Molecular Weight: 233.26

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    (S)-1-Benzyl-5-oxo-pyrrolidine-3-carboxylic acid methyl ester is a chiral pyrrolidinone derivative. It serves as a crucial chiral building block in organic synthesis, particularly for the construction of proline-based structures and peptidomimetics. Its core scaffold is a functionalized γ-lactam, featuring a methyl ester and a benzyl group on the nitrogen atom. This compound is extensively utilized in medicinal chemistry as a key intermediate for the synthesis of various pharmaceutical agents. Its primary application lies in the development of protease inhibitors, such as hepatitis C virus (HCV) NS3/4A protease inhibitors (e.g., boceprevir and telaprevir analogs), where the (S)-configured pyrrolidine ring is a critical structural motif. It is also employed in the synthesis of other bioactive molecules and constrained peptides. The compound is typically handled under inert atmosphere due to its sensitivity. It is commercially available from suppliers specializing in fine chemicals and chiral intermediates for pharmaceutical research and development.
    Physical Properties

    Boiling Point: 396.6°Cat760mmHg

    Flash Point: 193.6°C

    Density: 1.213g/cm3

    mg g kg ml l t