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    45214-91-3

    Catalog No. EBD431564

    CAS 45214-91-3

    Name N-Boc-L-glutamic acid 5-methyl ester

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    Basic Information

    Synonyms: BOC-GLU(OME)-OH BOC-L-谷氨酸-5-甲酯 N-Boc-L-glutamicacid5-methylester

    Molecular Formula: C11H19NO6

    Molecular Weight: 261.27

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

    Product Description:
    Boc-L-Glutamic acid 5-methyl ester is a protected derivative of the amino acid L-glutamic acid. Its chemical structure features a tert-butoxycarbonyl (Boc) group protecting the alpha-amino group and a methyl ester protecting the side-chain carboxylic acid. This dual protection makes it a crucial building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry. The primary application of this compound is as a key intermediate in the synthesis of peptides and peptide-like molecules. The Boc group is stable under basic conditions but can be selectively removed under mild acidic conditions, allowing for sequential peptide chain elongation. The methyl ester on the gamma-carboxyl group of the glutamic acid side chain prevents unwanted side reactions during coupling steps and can be later hydrolyzed to reveal the free carboxylic acid, which is often involved in forming salt bridges or further functionalization in bioactive peptides. It is widely used in pharmaceutical research for constructing peptide-based drug candidates, investigating protein-protein interactions, and developing diagnostic agents. Its high purity and defined stereochemistry (L-configuration) are essential for producing peptides with the correct biological activity.
    Physical Properties

    Melting Point: 119-123 °C

    Boiling Point: 428.35 °C at 760 mmHg

    Flash Point: 212.859 °C

    Density: 1.183 g/cm3

    mg g kg ml l t