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    161561-83-7

    Catalog No. EBD2219629

    CAS 161561-83-7

    Name (S)-3-(((Allyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoic acid

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    Basic Information

    Synonyms: (S)-3-(((Allyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoicacid boc-l-dap(alloc)-oh boc-n-beta-allyloxycarbonyl-l-2,3-diaminopropionicacid boc-dpr(aloc)-oh boc-dap(aloc)-oh boc-alpha,beta-diaminopropionicacid(aloc)-oh n-alpha-t-butoxycarbonyl-n-3-allyloxycarbonyl-l-2,3-diaminopropionicacid n-alpha-t-butyloxycarbonyl-n-beta-allyloxycarbonyl-l-2,3-diaminopropionicacid n-alpha-tert-butyloxycarbonyl-n-beta-allyloxycarbonyl-l-2,3-diaminopropionicacid

    Molecular Formula: C12H20N2O6

    Molecular Weight: 288.3

    MDL Number: MFCD00798611

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    (S)-3-(((Allyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoic acid is a protected amino acid derivative featuring both Boc (tert-butoxycarbonyl) and Alloc (allyloxycarbonyl) protecting groups on its amino functionalities. This compound is a key chiral building block in solid-phase peptide synthesis (SPPS) and solution-phase peptide chemistry. The Boc group is acid-labile, while the Alloc group is orthogonal, being removable under mild conditions using palladium catalysis in the presence of nucleophiles, allowing for selective deprotection and sequential chain elongation. Its primary application is in the synthesis of complex peptides and peptidomimetics, particularly where orthogonal protection strategies are required. The molecule serves as a versatile precursor for introducing the 2,3-diaminopropionic acid (Dap) residue, a non-proteinogenic amino acid found in various bioactive natural products and pharmaceutical candidates. This makes it valuable in medicinal chemistry research for developing novel therapeutics, including enzyme inhibitors and receptor ligands. The compound is commercially available from suppliers specializing in fine chemicals and peptide synthesis reagents. It is typically handled under standard laboratory conditions, and its stability and solubility profile make it suitable for automated peptide synthesizers. As a high-purity building block, it contributes to the efficient and controlled assembly of peptide-based drugs and research tools.
    Physical Properties
    mg g kg ml l t