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    64263-81-6

    Catalog No. EBD9726

    CAS 64263-81-6

    Name Boc-N-alpha-methyl-O-benzyl-L-tyrosine

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    Basic Information

    Synonyms: Boc-N-Me-Tyr(Bzl)-OH Boc-N-alpha-methyl-O-benzyl-L-tyrosine D-tyrosine,N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-O-(phenylmethyl)- O-Benzyl-N-(tert-butoxycarbonyl)-N-methyl-D-tyrosine

    Molecular Formula: C22H27NO5

    Molecular Weight: 385.45

    MDL Number: MFCD00038755

    Categories: Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    Boc-N-alpha-methyl-O-benzyl-L-tyrosine is a protected, non-proteinogenic amino acid derivative. Its structure features an N-terminal tert-butoxycarbonyl (Boc) protecting group, an N-alpha-methyl substitution on the alpha-amino group, and a benzyl (Bn) ether protecting group on the phenolic hydroxyl of the tyrosine side chain. This combination of modifications renders it a specialized building block. This compound is primarily employed in the field of peptide chemistry and medicinal chemistry as a key intermediate for the solid-phase or solution-phase synthesis of modified peptides. The N-methylation enhances the metabolic stability and membrane permeability of the resulting peptides, making it valuable for developing peptide-based therapeutics, such as protease inhibitors or receptor ligands. The Boc and Bn protecting groups are orthogonal and can be selectively removed under standard peptide synthesis conditions. As a non-natural, protected amino acid, it serves as a crucial synthetic precursor for introducing constrained, unnatural structural motifs into peptide backbones. Its use is fundamental in research aimed at improving the pharmacokinetic properties of peptide drugs.
    Physical Properties

    Boiling Point: 533 °C at 760 mmHg

    Flash Point: 276.2 °C

    Density: 1.174 g/cm3

    Storage: Store at 0-5°C

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