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    119323-52-3

    Catalog No. EBD2221387

    CAS 119323-52-3

    Name H-D-allo-Thr(tBu)-OH

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    Basic Information

    Synonyms: H-D-allo-Thr(tBu)-OH D-Allothreonine,O-(1,1-dimethylethyl)-

    Molecular Formula: C8H17NO3

    Molecular Weight: 175.23

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    H-D-allo-Thr(tBu)-OH is a non-natural, tert-butyl-protected derivative of the amino acid threonine, specifically in the D-allo stereoisomeric configuration. It features a chiral structure with two stereocenters, defined as (2R,3R), and contains both an amino group and a tert-butyl-protected β-hydroxy group on its side chain. This compound is a crucial chiral building block in pharmaceutical research and development. Its primary application is as a key intermediate in the solid-phase peptide synthesis (SPPS) of complex peptides and peptidomimetics. The tert-butyl (tBu) group serves as a robust protecting group for the side-chain hydroxyl, preventing unwanted side reactions during peptide chain elongation. The specific D-allo configuration is essential for constructing peptides with precise three-dimensional structures, which is critical for modulating biological activity, stability, and receptor binding affinity in therapeutic candidates. As a high-purity, specialty amino acid derivative, it is primarily used in the synthesis of bioactive peptides for drug discovery, particularly in areas like oncology, metabolic diseases, and antimicrobial agents. It is a standard reagent supplied by fine chemical and peptide synthesis vendors for research purposes.
    Physical Properties
    mg g kg ml l t