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    60686-50-2

    Catalog No. EBD586439

    CAS 60686-50-2

    Name (2S)-benzyloxycarbonylamino-4-tert-butoxycarbonylpentanedioic acid 5-tert-butyl ester

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    Basic Information

    Synonyms: Z-Gla(OtBu)2-OH Z-.gamma.-carboxy-Glu(OtBu)2-OH (2S)-benzyloxycarbonylamino-4-tert-butoxycarbonylpentanedioicacid5-tert-butylester N-(benzyloxycarbonyl)-3,3-di-tert-butyl-L-3-carboxyglutamicacid N-benzyloxycarbonyl-3,3'-di-tert-butyl-L-3-carboxyglutamicacid N-benzyloxycarbonyl-3,3-di-tert-butyl-L-3-carboxyglutamicacid Z-L-Gla(OtBu)2-OH L(+)-N-Benzyloxycarbonyl-3-carboxy-glutaminsaeure-3,3'-di-tert-butylester L-N-Benzyloxycarbonyl-3,3-di-tert-butyl-3-carboxyglutaminsaeure

    Molecular Formula: C22H31NO8

    Molecular Weight: 437.49

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

    Product Description:
    (2S)-benzyloxycarbonylamino-4-tert-butoxycarbonylpentanedioic acid 5-tert-butyl ester is a protected amino acid derivative. Its structure features an L-glutamic acid backbone where the alpha-amino group is protected by a benzyloxycarbonyl (Cbz) group, and both side-chain carboxyl groups are protected as tert-butyl esters. This compound is a chiral building block with a defined (S) configuration. This chemical is primarily used as a key intermediate in the solid-phase and solution-phase synthesis of peptides and peptidomimetics. The orthogonal protecting group strategy (Cbz for the amine, tert-butyl esters for the carboxylates) allows for selective deprotection under mild acidic conditions, facilitating the controlled elongation of peptide chains. It is particularly valuable for introducing glutamic acid residues into target sequences for pharmaceutical research and development. As a specialized, protected amino acid derivative, its application is highly focused on peptide chemistry within medicinal chemistry and life sciences. It is not a commodity chemical or a general-purpose synthetic reagent. Proper handling requires standard laboratory safety precautions for organic compounds.
    Physical Properties
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