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    25456-76-2

    Catalog No. EBD2221927

    CAS 25456-76-2

    Name H-D-Glu-OtBu

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    Basic Information

    Synonyms: D-Glutamicacid,1-(1,1-dimethylethyl)ester H-D-Glu-OtBu H-D-Glu-OtBu.HCl (4R)-4-ammonio-5-tert-butoxy-5-oxopentanoate D-GlutamicAcid1-Tert-ButylEster

    Molecular Formula: C9H17NO4

    Molecular Weight: 203.24

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

    Product Description:
    D-tert-Butyl glutamate is a chiral amino acid derivative where the gamma-carboxylic acid group of D-glutamic acid is protected as a tert-butyl ester. This specific stereochemistry (D-configuration) and the acid-labile tert-butyl protecting group make it a valuable non-natural building block in synthetic chemistry. Its primary application is in the pharmaceutical industry as a key chiral intermediate for the synthesis of peptide-based drugs and bioactive molecules. The D-glutamate moiety is a crucial component in various therapeutic agents, including enzyme inhibitors and antimicrobial peptides. The tert-butyl ester protection allows for selective manipulation of the alpha-carboxylic acid during peptide coupling reactions, which is essential for constructing complex peptide sequences with high purity. As a protected form of a non-proteinogenic amino acid, it serves as a specialized synthon in organic synthesis, particularly for introducing the D-glutamate residue into target structures. Its use is critical in medicinal chemistry research for developing novel drug candidates with improved metabolic stability and biological activity.
    Physical Properties

    Boiling Point: 326.8 °C at 760 mmHg

    Flash Point: 151.5 °C

    Density: 1.133 g/cm3

    mg g kg ml l t