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    123254-58-0

    Catalog No. EBD3320129

    CAS 123254-58-0

    Name (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid

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    Basic Information

    Synonyms: (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoicacid N-(tert-butoxycarbonyl)-D-isovaline

    Molecular Formula: C10H19NO4

    Molecular Weight: 217.26

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates

    Product Description:
    (R)-2-((tert-Butoxycarbonyl)amino)-2-methylbutanoic acid is a chiral, non-natural α-amino acid derivative. Its structure features a tert-butoxycarbonyl (Boc) protecting group on the amino functionality and a methyl group at the α-carbon, making it a sterically hindered, α,α-disubstituted amino acid. This compound is a white to off-white crystalline powder. This Boc-protected amino acid serves as a crucial chiral building block in the synthesis of peptides and peptidomimetics, particularly in pharmaceutical research. Its primary application is as a key intermediate in the preparation of complex bioactive molecules, including protease inhibitors and other therapeutic agents that require the incorporation of constrained, non-proteinogenic amino acids to modulate biological activity, stability, and pharmacokinetic properties. The (R)-configuration is essential for achieving specific stereochemical outcomes in the final drug candidate. As a protected amino acid synthon, it is widely used in solid-phase peptide synthesis (SPPS) and solution-phase coupling reactions. The Boc group can be readily removed under acidic conditions without affecting the acid functionality, allowing for sequential peptide chain elongation. Its hindered structure is valuable for introducing conformational constraints into peptide backbones.
    Physical Properties

    Boiling Point: 341.845°C at 760 mmHg

    Flash Point: 160.542°C

    Density: 1.083g/cm3

    mg g kg ml l t