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    99953-00-1

    Catalog No. EBD31715

    CAS 99953-00-1

    Name N-Boc-2,6-Dimethyl-L-tyrosine

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    Basic Information

    Synonyms: L-Tyrosine,N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl- N-tert-Butoxycarbonyl-2,6-dimethyl-L-tyrosine Boc-2,6-dimethyl-L-tyrosine (s)-2-(tert-butoxycarbonylamino)-3-(4-hydroxy-2,6-dimethylphenyl)propanoicacid 2-(tert-butoxycarbonylamino)-3-(4-hydroxy-2,6-dimethylphenyl)propanoicacid l-tyrosine,n[(1,1-dimethylethoxy)carbonyl]-2,6 N-Boc-2,6-Dimethyl-L-tyrosine

    Molecular Formula: C16H23NO5

    Molecular Weight: 309.36

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

    Product Description:
    N-Boc-2,6-dimethyl-L-tyrosine is a protected, non-proteinogenic amino acid derivative. Its chemical structure features a tyrosine backbone with methyl groups at the 2- and 6-positions of the aromatic ring and a tert-butoxycarbonyl (Boc) group protecting the amine functionality. This specific substitution pattern alters the steric and electronic properties of the aromatic side chain compared to natural tyrosine. This compound is primarily employed as a key synthetic building block in medicinal chemistry and peptide research. The Boc-protected amine is stable under many reaction conditions but can be readily deprotected under acidic conditions, making it a versatile intermediate. Its main application lies in the solid-phase and solution-phase synthesis of modified peptides and peptidomimetics, where the dimethylated tyrosine residue is incorporated to study structure-activity relationships, enhance metabolic stability, or modulate the peptide's interaction with biological targets, such as receptors or enzymes. The modifications introduced by this amino acid analog are often explored in the development of novel therapeutic agents, including potential candidates for central nervous system disorders, hormonal therapies, and antimicrobial peptides. It serves as a crucial tool for researchers designing peptide-based drugs with improved pharmacological profiles.
    Physical Properties
    mg g kg ml l t