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    218609-00-8

    Catalog No. EBD15883

    CAS 218609-00-8

    Name (3R)-3-[[(tert-butoxy)carbonyl]amino]-4-(4-fluorophenyl)butanoic acid

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    Basic Information

    Synonyms: Boc-(R)-3-amino-4-(4-fluoro-phenyl)-butyricacid Boc-L-3-Amino-4-(4-fluorophenyl)-butyricacid (3R)-3-[(tert-butoxycarbonyl)amino]-4-(4-fluorophenyl)butanoicacid Boc-β-HoPhe(4-F)-OH (R)-N-(tert-Butoxycarbonyl)-3-amino-4-(4-fluorophenyl)butyricacid Boc-(R)-3-Amino-4-(4-fluorophenyl)butyricacid

    Molecular Formula: C15H20FNO4

    Molecular Weight: 297.32

    MDL Number: MFCD01076280

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

    Product Description:
    (R)-N-Boc-3-amino-4-(4-fluorophenyl)butyric acid is a chiral, non-natural amino acid derivative. Its structure features a (R)-configured stereocenter, a tert-butoxycarbonyl (Boc) protected amine group, a carboxylic acid terminus, and a 4-fluorophenyl side chain. This combination of functional groups makes it a versatile and valuable building block in organic synthesis. This compound is primarily employed as a key chiral intermediate in the pharmaceutical industry for the synthesis of active pharmaceutical ingredients (APIs). Its most notable application is in the production of Omarigliptin (MK-3102), a once-weekly dipeptidyl peptidase-4 (DPP-4) inhibitor developed for the treatment of type 2 diabetes. The (R)-configuration and the fluorinated aromatic moiety are critical for the biological activity and metabolic stability of the final drug molecule. As a Boc-protected β-amino acid with an aromatic fluorophenyl group, it serves as a crucial precursor for constructing peptidomimetics and other bioactive molecules. Its high enantiomeric purity is essential for ensuring the efficacy and safety profile of the resulting pharmaceuticals.
    Physical Properties

    Boiling Point: 449.3°Cat760mmHg

    Flash Point: 225.5°C

    Density: 1.192g/cm3

    mg g kg ml l t