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    1212272-03-1

    Catalog No. EBD2333062

    CAS 1212272-03-1

    Name trans-2-Benzyloxycarbonylaminocyclobutane-carboxylic acid

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    Basic Information

    Synonyms: Trans-2-Benzyloxycarbonylaminocyclobutanecarboxylic acid

    Molecular Formula: C13H15NO4

    Molecular Weight: 249.26

    MDL Number: MFCD03844619

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

    Product Description:
    Trans-2-Benzyloxycarbonylaminocyclobutane-carboxylic acid is a cyclobutane-based amino acid derivative featuring a benzyloxycarbonyl (Cbz) protecting group on the amine and a free carboxylic acid group. This specific trans configuration and the presence of the Cbz group make it a valuable, conformationally constrained building block in organic and medicinal chemistry. Its primary application is as a key synthetic intermediate in the preparation of peptidomimetics and novel peptide-based drug candidates. The cyclobutane ring introduces significant structural rigidity, which can be used to probe and stabilize specific bioactive conformations of peptides, potentially leading to improved metabolic stability, receptor selectivity, and pharmacokinetic properties. It is particularly relevant in the design of protease inhibitors and other therapeutic agents targeting protein-protein interactions. As a protected amino acid, it serves as a direct precursor for solid-phase peptide synthesis (SPPS) or solution-phase coupling strategies. The Cbz group is a standard amine protecting group that can be removed under mild hydrogenolytic conditions, allowing for sequential chain elongation in peptide assembly.
    Physical Properties
    mg g kg ml l t