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    269398-85-8

    Catalog No. EBD209

    CAS 269398-85-8

    Name Boc-(R)-3-Amino-4-(4-methylphenyl)butyric acid

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    Basic Information

    Synonyms: Boc-(R)-3-amino-4-(4-methyl-phenyl)-butyricacid Boc-D-3-Amino-4-(4-methylphenyl)-butyricacid (3R)-3-[(tert-butoxycarbonyl)amino]-4-(4-methylphenyl)butanoicacid Boc-D-β-HoPhe(4-Me)-OH (R)-N-(tert-Butoxycarbonyl)-3-amino-4-(4-methylphenyl)butyricacid Boc-(R)-3-Amino-4-(4-methylphenyl)butyricacid

    Molecular Formula: C16H23NO4

    Molecular Weight: 293.36

    MDL Number: MFCD01860928

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

    Product Description:
    (R)-N-Boc-3-amino-4-(4-methylphenyl)butanoic acid is a chiral, non-natural amino acid derivative. Its structure features a (R)-configured stereocenter at the β-position relative to the carboxylic acid, a tert-butoxycarbonyl (Boc) protected amine group, and a 4-methylphenyl (p-tolyl) side chain. This compound serves as a key chiral building block in pharmaceutical synthesis. Its primary application is as a crucial intermediate in the synthesis of bioactive molecules, particularly in the development of protease inhibitors. For instance, it is a key chiral precursor in the synthesis of Atazanavir, a potent HIV-1 protease inhibitor used in antiretroviral therapy. The Boc-protected amine and the carboxylic acid group provide orthogonal handles for peptide coupling and further chemical elaboration, making it a versatile fragment for constructing complex drug candidates with specific stereochemistry. The compound is typically handled under standard laboratory conditions for air- and moisture-sensitive materials. Its utility lies in enabling the efficient and stereoselective construction of pharmacologically important scaffolds, contributing to the development of treatments for viral infections and other diseases.
    Physical Properties

    Boiling Point: 458.4 °C at 760 mmHg

    Flash Point: 231 °C

    Density: 1.122 g/cm3

    mg g kg ml l t