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    254101-10-5

    Catalog No. EBD3496

    CAS 254101-10-5

    Name Boc-L-beta-glutamic acid 5-benzyl ester

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    Basic Information

    Synonyms: Boc-beta-Glu(OBzl)-OH (3R)-5-(benzyloxy)-3-[(tert-butoxycarbonyl)amino]-5-oxopentanoicacid Boc-β-HoAsp(OBzl)-OH Boc-L-beta-homoasparticacid5-benzylester Boc-L-beta-glutamicacid5-benzylester

    Molecular Formula: C17H23NO6

    Molecular Weight: 337.37

    MDL Number: MFCD01862861

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    Boc-L-beta-glutamic acid 5-benzyl ester is a protected derivative of the non-proteinogenic amino acid L-beta-glutamic acid. Its chemical structure features a tert-butoxycarbonyl (Boc) group protecting the alpha-amino functionality and a benzyl (Bzl) ester protecting the side-chain carboxylic acid. This configuration renders it a crucial chiral building block in synthetic organic and medicinal chemistry. This compound is primarily employed as a key intermediate in the solid-phase and solution-phase synthesis of complex peptides and peptidomimetics. The orthogonal protecting groups (Boc and Bzl) allow for selective deprotection under different conditions, facilitating the sequential assembly of peptide chains. Its specific use of the beta-isomer of glutamic acid makes it valuable for constructing peptides with modified backbones or for incorporating glutamic acid analogs that can influence the conformational, metabolic, and binding properties of the final bioactive molecule. Beyond standard peptide synthesis, Boc-L-beta-Glu(OBzl)-OH serves as a precursor for more advanced applications. It is utilized in the development of drug conjugates, such as antibody-drug conjugates (ADCs) and peptide-drug conjugates, where its carboxylic acid group (after deprotection) can be used to attach cytotoxic payloads or linker molecules. It also finds use in preparing glutamate receptor ligands and other neuroactive compounds for research purposes.
    Physical Properties

    Boiling Point: 522.6 °C at 760 mmHg

    Flash Point: 269.9 °C

    Density: 1.197 g/cm3

    mg g kg ml l t