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    80102-23-4

    Catalog No. EBD24844

    CAS 80102-23-4

    Name Boc-2-chloro-D-phenylalanine

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    Basic Information

    Synonyms: Boc-2-chloro-D-phenylalanine BOC-D-2-Chlorophe Boc-D-2-Chlorophenylalanine

    Molecular Formula: C14H18ClNO4

    Molecular Weight: 299.75

    MDL Number: MFCD00801056

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

    Product Description:
    Boc-2-chloro-D-phenylalanine is a chiral, non-natural amino acid derivative. It features a Boc (tert-butoxycarbonyl) protecting group on the amine functionality and a 2-chlorophenyl side chain. The compound is characterized by its D-configuration at the alpha-carbon, making it a valuable chiral building block. This compound is primarily used as a key intermediate in the synthesis of peptides and peptidomimetics, particularly in pharmaceutical research and development. The presence of the Boc group allows for selective deprotection under mild acidic conditions, facilitating stepwise peptide assembly. The chlorinated aromatic ring can serve as a handle for further functionalization via cross-coupling reactions or influence the lipophilicity and binding properties of the final peptide. As a protected D-amino acid, it is a crucial component in the preparation of peptides containing non-natural or modified residues, which are often explored for their enhanced metabolic stability, receptor selectivity, or novel biological activities in drug discovery programs.
    Physical Properties

    Melting Point: 94-98 °C

    Boiling Point: 452.5 °C at 760 mmHg

    Flash Point: 227.5 °C

    Density: 1.245 g/cm3

    Storage: Store at 0°C

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