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    251349-54-9

    Catalog No. EBD327414

    CAS 251349-54-9

    Name 2-[N-tert-butoxycarbonyl-2,4-pyrrolidinyl]thiazole-4-carboxylic acid

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    Basic Information

    Synonyms: Antibiotic-5d  2-[N-tert-butoxycarbonyl-2,4-pyrrolidinyl]thiazole-4-carboxylicacid 2-((S)-1-tert-butoxycarbonyl-pyrrolidin-2-yl)-thiazole-4-carboxylicacid

    Molecular Formula: C13H18N2O4S

    Molecular Weight: 298.36

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

    Product Description:
    2-[N-tert-butoxycarbonyl-2,4-pyrrolidinyl]thiazole-4-carboxylic acid is a heterocyclic compound featuring a thiazole ring fused with a Boc-protected pyrrolidine moiety and a carboxylic acid functional group. This specific stereochemistry and functional group arrangement make it a valuable chiral building block in organic synthesis. This compound is primarily utilized as a key intermediate in the synthesis of complex bioactive molecules. Its most notable application is in the preparation of peptidomimetics and constrained peptide analogs. The rigid, bicyclic structure serves as a proline mimetic or a turn-inducing element, which is crucial for designing protease inhibitors and modulating peptide conformation to enhance metabolic stability and receptor selectivity in drug discovery programs. The presence of both a carboxylic acid and a tert-butoxycarbonyl (Boc)-protected amine allows for versatile and sequential coupling strategies, typical in solid-phase peptide synthesis (SPPS) and fragment-based drug design. It is a specialized reagent for researchers focusing on medicinal chemistry and the development of novel therapeutic agents targeting various diseases.
    Physical Properties
    mg g kg ml l t