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    501331-02-8

    Catalog No. EBD2211514

    CAS 501331-02-8

    Name (R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid

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    Basic Information

    Synonyms: (R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoicacid Butanoicacid,2-[[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl]-3-methyl-,(2R)-

    Molecular Formula: C21H23NO4

    Molecular Weight: 353.41

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

    Product Description:
    (R)-2-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)methyl)-3-methylbutanoic acid is a non-natural amino acid derivative featuring a side chain with a branched isopropyl group. Its structure is characterized by an Fmoc-protected amino group and a free carboxylic acid group, making it a ready-to-use building block for solid-phase peptide synthesis (SPPS). The (R)-configuration of the chiral center is crucial for its application. This compound is primarily employed as a specialized amino acid building block in the synthesis of peptides and peptidomimetics. The unique, bulky, and hydrophobic side chain derived from 3-methylbutanoic acid (isovaleric acid) is used to introduce specific structural features, modulate peptide conformation (e.g., inducing or stabilizing turns), enhance lipophilicity, or improve metabolic stability. It finds significant application in medicinal chemistry research for developing novel therapeutic peptides, enzyme inhibitors, and probes for biological studies. As an Fmoc-protected derivative, it is compatible with standard Fmoc-SPPS protocols. The product requires storage under inert conditions at low temperatures to maintain stability. It is a valuable tool for researchers in peptide science and drug discovery aiming to explore structure-activity relationships by incorporating non-proteinogenic, sterically constrained residues.
    Physical Properties
    mg g kg ml l t