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    4779-31-1

    Catalog No. EBD1134

    CAS 4779-31-1

    Name N-Carbobenzyloxy-L-aspartic acid 1-benzyl Ester

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    Basic Information

    Synonyms: 4-Hydroxy-pyrimidine-5-carboxylicacidmethylester N-Carbobenzyloxy-L-asparticacid1-benzylEster Z-Asp-OBzl 4-(benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoicacid(non-preferredname) (3S)-4-(benzyloxy)-3-{[(benzyloxy)carbonyl]amino}-4-oxobutanoicacid(non-preferredname)

    Molecular Formula: C19H19NO6

    Molecular Weight: 357.36

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

    Product Description:
    N-Carbobenzyloxy-L-aspartic acid 1-benzyl ester is a protected derivative of the amino acid L-aspartic acid. It features two orthogonal protecting groups: the N-terminal amine is protected by a carbobenzyloxy (Cbz) group, and the β-carboxylic acid side chain is protected as a benzyl ester. This specific protection pattern makes it a crucial building block in peptide synthesis, particularly for introducing aspartic acid residues while preventing unwanted side reactions at the reactive side chain during peptide chain assembly. This compound is primarily used as a key intermediate in the solid-phase and solution-phase synthesis of peptides and peptidomimetics. Its main application lies in the pharmaceutical and biochemical research fields for constructing peptide-based drug candidates, enzyme substrates, and bioactive peptides. The Cbz and benzyl ester protecting groups are stable under standard peptide coupling conditions but can be selectively removed under specific conditions (hydrogenolysis or acidic treatment), allowing for precise control over the synthetic sequence. As a specialty amino acid derivative, it is not considered a generic synthetic reagent. Its value is intrinsically linked to its role in constructing biologically relevant molecules, placing it firmly within the domains of medicinal chemistry and life science research rather than general organic synthesis.
    Physical Properties

    Melting Point: 83-85°C

    Boiling Point: 583.5 °C at 760 mmHg

    Flash Point: 306.7 °C

    Density: 1.293 g/cm3

    Storage: Store at RT.

    Analytical Data

    Appearance: Colourless solid

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