Welcome to iChemical.com!

In the below part, please select the country you want us to ship to: Please note that once you've selected a shipping country, all pricing information on our website will be automatically updated to include door-to-door shipping to the country you specified.

    OK
    Get Quote Login
    117467-73-9

    Catalog No. EBD2206180

    CAS 117467-73-9

    Name (S)-2-(((Benzyloxy)carbonyl)amino)-3-(4-fluorophenyl)propanoic acid

    Get Quote
    Basic Information

    Synonyms: (S)-2-(((Benzyloxy)carbonyl)amino)-3-(4-fluorophenyl)propanoicacid CBZ-D-4-FLUOROPHENYLALANINE N-Benzyloxycarbonyl-3-(4-fluorophenyl)-D-alanine Z-D-Phe(4-F)-OH

    Molecular Formula: C17H16FNO4

    Molecular Weight: 317.31

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    Z-4-Fluoro-D-phenylalanine is a protected amino acid derivative, specifically the benzyloxycarbonyl (Z or Cbz) protected form of 4-fluoro-D-phenylalanine. It is a white to off-white crystalline powder. The compound features a fluorine atom at the para position of the phenyl ring and the D-configuration at the chiral center, which are critical structural features for its applications. This compound is primarily used as a specialized building block in solid-phase and solution-phase peptide synthesis. The Z group serves as an amine-protecting group that is stable under acidic conditions but can be removed by catalytic hydrogenation or hydrogenolysis. The incorporation of the fluorinated D-phenylalanine residue is crucial for designing and synthesizing bioactive peptides, including peptide-based pharmaceuticals and research probes. The fluorine atom can modulate the peptide's metabolic stability, lipophilicity, and binding affinity to biological targets, while the D-configuration enhances resistance to enzymatic degradation. It is a key intermediate in the research and development of novel therapeutic peptides, particularly in areas such as oncology, antimicrobial agents, and hormone analogs. As a non-natural amino acid derivative, it is a valuable tool for medicinal chemists to explore structure-activity relationships and to create peptides with tailored pharmacological properties.
    Physical Properties
    mg g kg ml l t