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    499995-74-3

    Catalog No. EBD21528

    CAS 499995-74-3

    Name (S)-3-((tert-Butoxycarbonyl)amino)-3-(o-tolyl)propanoic acid

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    Basic Information

    Synonyms: Boc-2-Methyl-D-beta-phenylalanine Boc-(S)-3-Amino-3-(2-methylphenyl)propionicacid:Boc-L-3-Amino-3-(2-methylphenyl)-propionicacid 3-[(tert-butoxycarbonyl)amino]-3-(2-methylphenyl)propanoicacid Boc-(S)-3-Amino-3-(2-methyl-phenyl)propionicacid (S)-3-((tert-Butoxycarbonyl)amino)-3-(o-tolyl)propanoicacid

    Molecular Formula: C15H21NO4

    Molecular Weight: 279.33

    MDL Number: MFCD03427895

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

    Product Description:
    Boc-2-Methyl-D-beta-phenylalanine is a non-natural, chiral amino acid derivative. Its structure features a beta-amino acid backbone with a phenyl group and a methyl substituent at the alpha-carbon, and the amino functionality is protected by a tert-butoxycarbonyl (Boc) group. This specific D-configuration and beta-amino acid structure make it a valuable building block in peptide chemistry. This compound is primarily used as a chiral intermediate in the synthesis of modified peptides and peptidomimetics. The incorporation of beta-amino acids, such as this one, into peptide chains can significantly enhance their metabolic stability, alter conformational properties, and improve binding affinity to biological targets. It is particularly relevant in medicinal chemistry research for developing novel therapeutic agents, including protease inhibitors and receptor modulators. As a Boc-protected derivative, it offers orthogonal protection strategies compatible with standard solid-phase peptide synthesis (SPPS) and solution-phase methodologies. Its high chiral purity is crucial for producing peptides with defined stereochemistry, which directly impacts their biological activity and pharmacokinetic profile.
    Physical Properties

    Boiling Point: 439.4°C at 760 mmHg

    Flash Point: 219.5°C

    Density: 1.138g/cm3

    mg g kg ml l t