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    500770-69-4

    Catalog No. EBD2209730

    CAS 500770-69-4

    Name (S)-3-((tert-Butoxycarbonyl)amino)-3-(naphthalen-2-yl)propanoic acid

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    Basic Information

    Synonyms: (S)-3-((tert-Butoxycarbonyl)amino)-3-(naphthalen-2-yl)propanoicacid (3S)-3-[(tert-butoxycarbonyl)amino]-3-naphthalen-2-ylpropanoicacid

    Molecular Formula: C18H21NO4

    Molecular Weight: 315.36

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    (S)-Boc-3-(2-Naphthyl)-β-alanine is a chiral, non-natural amino acid derivative. Its structure features a β-alanine backbone with a 2-naphthyl group attached to the β-carbon and a Boc (tert-butoxycarbonyl) protecting group on the amine functionality. The presence of the (S)-configuration at the α-carbon makes it a valuable chiral building block. This compound is primarily used as a key intermediate in the synthesis of peptide-based drugs and peptidomimetics. The bulky, hydrophobic 2-naphthyl side chain is often incorporated to modulate the biological activity, stability, and binding affinity of the final therapeutic peptides. It is particularly relevant in the research and development of novel pharmaceuticals targeting various diseases, where non-standard amino acids are employed to enhance drug-like properties. The Boc protecting group is a standard feature in solid-phase peptide synthesis (SPPS), allowing for selective deprotection and chain elongation. Therefore, this specific derivative serves as a specialized, high-value synthetic precursor in medicinal chemistry and peptide research, rather than a general-purpose chemical reagent.
    Physical Properties

    Boiling Point: 508.9°C at 760 mmHg

    Flash Point: 261.6°C

    Density: 1.198g/cm3

    mg g kg ml l t