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    144073-15-4

    Catalog No. EBD266854

    CAS 144073-15-4

    Name Fmoc-D-alanine acid chloride

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    Basic Information

    Synonyms: FMOC-D-ALA-CL FMOC-D-ALANYLCHLORIDE Fmoc-D-alanineacidchloride N-(9-fluorenylmethoxycarbonyl)-D-alanineacidchloride (9-fluorenyl-methoxycarbonyl)-D-alanine-chloride

    Molecular Formula: C18H16ClNO3

    Molecular Weight: 329.78

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    Fmoc-D-alanine acid chloride is a protected amino acid derivative where the amino group is protected by a 9-fluorenylmethoxycarbonyl (Fmoc) group and the carboxylic acid is activated as an acid chloride. This compound is a key chiral building block in solid-phase peptide synthesis (SPPS), particularly using the Fmoc strategy. Its primary application is in the automated synthesis of peptides and peptidomimetics. The acid chloride functionality is highly reactive, enabling efficient coupling with the free amino group of a growing peptide chain anchored to a resin. The D-configuration of the alanine residue is crucial for incorporating D-amino acids into peptide sequences, which can enhance metabolic stability, alter conformation, and modulate biological activity. This makes it essential for research in drug discovery, especially for developing therapeutic peptides, hormone analogs, and enzyme inhibitors. As a reactive intermediate, it must be handled under anhydrous conditions and is typically used immediately after preparation or obtained as a stabilized solution. Its use is almost exclusively confined to specialized peptide chemistry laboratories and pharmaceutical R&D settings.
    Physical Properties
    mg g kg ml l t