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    182883-41-6

    Catalog No. EBD2208128

    CAS 182883-41-6

    Name (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-hydroxyphenyl)acetic acid

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    Basic Information

    Synonyms: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-hydroxyphenyl)aceticacid fmoc-l-nortyr (s)-[(9h-fluoren-9-ylmethoxycarbonylamino)]-(4-hydroxy-phenyl)-aceticacid fmoc-l-4-hydroxyphenylglycine (s)-2-(((9h-fluoren-9-yl)methoxy)carbonylamino)-2-(4-hydroxyphenyl)aceticacid refdupl:fmoc-l-4-hydroxyphenylglycine

    Molecular Formula: C23H19NO5

    Molecular Weight: 389.4

    MDL Number: MFCD01317005

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

    Product Description:
    (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-(4-hydroxyphenyl)acetic acid is a non-natural, protected amino acid derivative. Its structure features a tyrosine-like core with a 4-hydroxyphenyl side chain, where the alpha-amino group is protected by the 9-fluorenylmethoxycarbonyl (Fmoc) group, a standard protecting group in peptide chemistry. This compound is a chiral building block with an (S)-configuration at the alpha-carbon. This Fmoc-protected tyrosine analog is primarily used as a key intermediate in solid-phase peptide synthesis (SPPS). It serves as a protected amino acid monomer for the controlled incorporation of a tyrosine residue (or its hydroxylated derivative) into peptide chains. The Fmoc group is stable under the conditions used for peptide elongation but can be readily removed under mild basic conditions (e.g., piperidine), making it a cornerstone of Fmoc-based SPPS strategies for producing therapeutic peptides, research peptides, and peptidomimetics. Its specific structure, containing a phenolic hydroxyl group, allows for the introduction of post-translational modification sites (e.g., phosphorylation, sulfation) or conjugation handles into synthetic peptides. It is a specialty chemical supplied for research and development in pharmaceutical chemistry and biochemistry.
    Physical Properties
    mg g kg ml l t