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    954388-33-1

    Catalog No. EBD2321963

    CAS 954388-33-1

    Name R-N-4-Boc-N-1-Cbz-2-piperazine carboxylic acid

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    Basic Information

    Synonyms: 1,2,4-Piperazinetricarboxylicacid,4-(1,1-dimethylethyl)1-(phenylmethyl)ester,(2R)- R-N-4-Boc-N-1-Cbz-2-piperazinecarboxylicacid refdupl:(r)-n-4-boc-n-1-cbz-2-piperazinecarboxylicacid (2r)-1-[(benzyloxy)carbonyl]-4-[(tert-butoxy)carbonyl]piperazine-2-carboxylicacid (r)-4-tert-butoxycarbonyl-1-(benzyloxycarbonyl)piperazine-2-carboxylicacid (2R)-1-[(benzyloxy)carbonyl]-4-(tert-butoxycarbonyl)piperazine-2-carboxylicacid

    Molecular Formula: C18H24N2O6

    Molecular Weight: 364.39

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Peptides and Peptidomimetics

    Product Description:
    (R)-4-(tert-Butoxycarbonyl)-1-(benzyloxycarbonyl)-2-piperazinecarboxylic acid is a chiral piperazine derivative featuring two orthogonal protecting groups: a tert-butoxycarbonyl (Boc) group on the N4 nitrogen and a benzyloxycarbonyl (Cbz) group on the N1 nitrogen. This specific arrangement, along with the carboxylic acid functionality at the 2-position, makes it a highly valuable and versatile building block in synthetic organic chemistry, particularly for the construction of complex molecules. Its primary and most significant application is as a key chiral intermediate in the synthesis of various pharmaceutical compounds. The protected piperazine scaffold is a common structural motif found in many bioactive molecules, including protease inhibitors, kinase inhibitors, and other therapeutic agents targeting the central nervous system, oncology, and infectious diseases. The presence of orthogonal protecting groups allows for selective deprotection and further functionalization, enabling the efficient and controlled assembly of target molecules during medicinal chemistry campaigns and process development. While its core utility lies in medicinal chemistry, this compound also serves as a sophisticated synthon for constructing peptide mimetics and conformationally constrained analogs. Its defined stereochemistry at the 2-position is crucial for imparting desired biological activity in the final drug candidates. As such, it is predominantly supplied to research laboratories and pharmaceutical companies engaged in drug discovery and development.
    Physical Properties
    mg g kg ml l t