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    124391-76-0

    Catalog No. EBD47819

    CAS 124391-76-0

    Name (S)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

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    Basic Information

    Synonyms: (S)-Benzyl3-(hydroxymethyl)pyrrolidine-1-carboxylate (S)-1-CBZ-3-HYDROXYMETHYLPYRROLIDINE (S)-1-CBZ-BETA-PROLINOL benzyl(3S)-3-(hydroxymethyl)pyrrolidine-1-carboxylate

    Molecular Formula: C13H17NO3

    Molecular Weight: 235.28

    MDL Number: MFCD06858680

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    (S)-1-CBZ-3-hydroxymethylpyrrolidine is a chiral pyrrolidine derivative featuring a hydroxymethyl group at the 3-position and a carboxybenzyl (Cbz) protecting group on the nitrogen atom. This specific stereochemistry (S-configuration) is crucial for its applications in asymmetric synthesis. This compound serves as a key chiral building block and intermediate in pharmaceutical research and development. Its primary application is in the synthesis of biologically active molecules, particularly as a precursor for various drug candidates. The protected amine and the hydroxymethyl group provide versatile handles for further chemical modifications, enabling the construction of complex molecular architectures found in potential therapeutic agents. The Cbz group is a standard amine protecting group in peptide and organic synthesis, allowing for selective deprotection under mild conditions. The presence of the hydroxymethyl functionality makes it a valuable synthon for introducing the pyrrolidine moiety with additional points of diversification, which is a common structural motif in many pharmaceuticals targeting the central nervous system and other therapeutic areas.
    Physical Properties

    Boiling Point: 381.969 °C at 760 mmHg

    Flash Point: 184.809 °C

    Density: 1.196 g/cm3

    mg g kg ml l t