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    5266-48-8

    Catalog No. EBD2208324

    CAS 5266-48-8

    Name N2-(toluene-4-sulfonyl)-L-lysine methyl ester

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    Basic Information

    Synonyms: N-α-tosyl-L-lysinemethylesterhydrochloride N2-(toluene-4-sulfonyl)-L-lysinemethylester N-A-P-tosyl-L-lysinemethylesterhcl Tos-Lys-OMe.HCl N-[P-Toluenesulfonyl]-L-LysineMethylEsterHydrochloride

    Molecular Formula: C14H23ClN2O4S

    Molecular Weight: 350.86

    MDL Number: MFCD00038877

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    N-p-Tosyl-L-lysine methyl ester hydrochloride is a protected derivative of the essential amino acid L-lysine. Its chemical structure features an L-lysine backbone where the α-amino group is protected by a p-toluenesulfonyl (tosyl) group, the α-carboxylic acid is esterified as a methyl ester, and the side-chain ε-amino group is present as its hydrochloride salt. This configuration makes it a versatile chiral building block. This compound is primarily used as a key intermediate in the synthesis of peptides and peptidomimetics, particularly in solid-phase peptide synthesis (SPPS) and solution-phase methods. The tosyl group serves as a robust protecting group for the α-amino function, allowing for selective manipulation of other reactive sites. Its main application lies in pharmaceutical research for constructing biologically active peptide sequences and as a precursor for more complex lysine derivatives. As a protected amino acid ester, it is a fundamental reagent in medicinal chemistry and biochemistry for studying protein-protein interactions and developing enzyme inhibitors. It is also relevant in the preparation of specialized amino acid analogs for drug discovery programs.
    Physical Properties

    Storage: −20°C

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