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    270065-81-1

    Catalog No. EBD2211500

    CAS 270065-81-1

    Name (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-(trifluoromethyl)phenyl)butanoic acid

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    Basic Information

    Synonyms: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-4-(4-(trifluoromethyl)phenyl)butanoicacid Fmoc-(S)-3-Amino-4-(4-trifluoromethyl-phenyl)-butyricacid Benzenebutanoicacid,beta-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-4-(trifluoromethyl)-,(betaS)- (3S)-3-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-4-[4-(trifluoromethyl)phenyl]butanoicacid Fmoc-β-HoPhe(4-CF3)-OH

    Molecular Formula: C26H22F3NO4

    Molecular Weight: 469.45

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

    Product Description:
    Fmoc-(S)-3-amino-4-(4-(trifluoromethyl)phenyl)butanoic acid is a non-natural, fluorinated amino acid derivative. It features an Fmoc (9-fluorenylmethoxycarbonyl) protecting group on the amine functionality and a trifluoromethylphenyl side chain attached to the beta-carbon. The compound is chiral, with the specified (S)-configuration at the stereogenic center bearing the amino group. This building block is primarily employed in solid-phase peptide synthesis (SPPS) as a specialized amino acid residue. The incorporation of the trifluoromethylphenyl group introduces hydrophobicity, potential metabolic stability, and unique electronic properties into the peptide backbone, which can be crucial for modulating peptide-receptor interactions, enhancing membrane permeability, or improving pharmacokinetic profiles in drug discovery. It is specifically used to synthesize peptide-based drug candidates, peptidomimetics, and bioactive probes where such modified side chains are desired. As a protected amino acid, it serves as a key synthetic intermediate for researchers in medicinal chemistry and peptide science. The Fmoc group is selectively removable under mild basic conditions, allowing for sequential peptide chain elongation. Its primary commercial and research use is confined to these specialized applications in pharmaceutical development and biochemical research.
    Physical Properties

    Boiling Point: 632.6 °C at 760 mmHg

    Flash Point: 336.4 °C

    Density: 1.328 g/cm3

    mg g kg ml l t