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    159877-12-0

    Catalog No. EBD267363

    CAS 159877-12-0

    Name BOC-D-ORN-OH

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    Basic Information

    Synonyms: BOC-D-ORN-OHN2-Boc-D-ornithine (±)N-1,1-dimethylethoxycarbonyl-L-ornithine Boc-D-Orn-OH L-ornithine Boc-D-Ornithine N±-Boc-L-Orn-OH n-alpha-tert-butyloxycarbonyl-d-ornithine n-alpha-t-butyloxycarbonyl-d-ornithine n-alpha-t-butoxycarbonyl-d-ornithine boc-d-orn (r)-5-amino-2-((tert-butoxycarbonyl)amino)pentanoicacid n2-[(1,1-dimethylethoxy)carbonyl]-d-ornithine

    Molecular Formula: C10H20N2O4

    Molecular Weight: 232.28

    MDL Number: MFCD00236869

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    Boc-D-Orn-OH is a protected derivative of the non-proteinogenic amino acid D-ornithine. Its chemical structure features a D-configuration ornithine core, where the alpha-amino group is protected by a tert-butoxycarbonyl (Boc) group, and the side-chain amino group remains free. This configuration makes it a chiral building block distinct from its L-isomer counterpart. This compound is primarily employed as a key intermediate in the solid-phase and solution-phase synthesis of peptides and peptidomimetics. The Boc protecting group is orthogonal to many other protection strategies (like Fmoc), allowing for flexible synthetic routes in constructing complex peptide sequences. Its specific use of the D-enantiomer of ornithine is crucial for introducing conformational constraints, enhancing metabolic stability, or altering the biological activity profile of the target peptide, which is valuable in medicinal chemistry and biochemical research. As a specialty amino acid derivative, it serves as a fundamental chiral synthon in organic synthesis beyond peptide chemistry. The free side-chain amine provides a handle for further functionalization, enabling the construction of diverse molecular architectures. It is typically handled as a white to off-white crystalline powder and requires storage under cool, dry conditions to maintain stability.
    Physical Properties

    Boiling Point: 398.9 °C at 760 mmHg

    Flash Point: 195.1 °C

    Density: 1.135 g/cm3

    mg g kg ml l t