Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

    OK
    Get Quote Login
    98102-32-0

    Catalog No. EBD734176

    CAS 98102-32-0

    Name L-glutamic acid-1-benzyl ester-5-tert-butyl ester

    Get Quote
    Basic Information

    Synonyms: H-Glu(OtBu)-OBzl.HCl

    Molecular Formula: C16H23NO4*ClH

    Molecular Weight: 329.82

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    (S)-1-Benzyl 5-tert-butyl glutamate hydrochloride is a protected derivative of the natural amino acid L-glutamic acid. It features two orthogonal protecting groups: a benzyl (Bn) ester at the α-carboxyl group and a tert-butyl (t-Bu) ester at the γ-carboxyl group. This specific protection pattern makes it a valuable chiral building block in synthetic organic chemistry, particularly for peptide synthesis. Its primary application is as a key intermediate in the synthesis of complex peptides and peptidomimetics. The tert-butyl ester is stable under conditions used for peptide coupling but can be cleaved under mild acidic conditions (e.g., with trifluoroacetic acid), while the benzyl ester can be removed by catalytic hydrogenation. This allows for selective deprotection and further functionalization, which is crucial for constructing peptides with specific sequences and modifications. It is especially important in the research and development of pharmaceutical candidates where glutamic acid residues need to be incorporated in a controlled manner. As a derivative of a proteinogenic amino acid, it falls under the category of amino acid derivatives used in life science research. It is handled as a solid and should be stored under appropriate conditions to maintain its stability and chiral purity.
    Physical Properties
    mg g kg ml l t