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    149818-98-4

    Catalog No. EBD29027

    CAS 149818-98-4

    Name Methyl-N-tert-butyloxycarbonyl-amino-4,4\'-biphenyl-R-alanine

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    Basic Information

    Synonyms: Methyl-N-tert-butyloxycarbonyl-amino-4,4\'-biphenyl-R-alanine methyl(2R)-3-(biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoate(non-preferredname)

    Molecular Formula: C21H25NO4

    Molecular Weight: 355.43

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

    Product Description:
    Methyl-N-tert-butyloxycarbonyl-amino-4,4'-biphenyl-R-alanine is a non-natural, chiral amino acid derivative. Its structure features a biphenyl group at the side chain, which provides rigidity and bulkiness, and it is protected with a tert-butyloxycarbonyl (Boc) group on the amine and a methyl ester on the carboxylic acid. This configuration makes it a valuable building block in solid-phase peptide synthesis (SPPS). This compound is primarily used as a specialized amino acid building block in the research and development of therapeutic peptides and peptidomimetics. The biphenyl moiety is a key structural motif that can enhance peptide stability, influence conformation, and improve binding affinity to target proteins, such as G-protein-coupled receptors (GPCRs). It is particularly relevant in the synthesis of peptides with constrained structures or those designed for specific biological activities. As a Boc-protected derivative, it offers orthogonal protection strategies during peptide assembly. Its primary application lies in medicinal chemistry for creating novel peptide-based drug candidates, positioning it as a crucial intermediate in pharmaceutical research rather than a general-purpose synthetic reagent.
    Physical Properties

    Boiling Point: 508.646°C at 760 mmHg

    Flash Point: 261.42°C

    Density: 1.113g/cm3

    mg g kg ml l t