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    143557-91-9

    Catalog No. EBD233379

    CAS 143557-91-9

    Name 3±-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

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    Basic Information

    Synonyms: 3-endo-3-hydroxy-8-aza-bicyclo[3.2.1]octane-8-carboxylicacidtert-butylester tert-butyl3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate 3±-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylicacidtert-butylester

    Molecular Formula: C12H21NO3

    Molecular Weight: 227.3

    MDL Number: MFCD09966165

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Synthetic Chemistry > Organic Building Blocks > Amines

    Product Description:
    3±-Hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester is a bicyclic amine derivative featuring a tropane-like scaffold. It is a versatile chiral building block characterized by the presence of a tertiary amine protected as a Boc (tert-butoxycarbonyl) group and a hydroxyl group at the 3-position. This structure makes it a valuable intermediate in organic synthesis, particularly for constructing complex nitrogen-containing heterocycles. Its primary and most significant application is in pharmaceutical research and development. The 8-azabicyclo[3.2.1]octane (nortropane) core is a privileged structure in medicinal chemistry, serving as a key pharmacophore for ligands targeting the central nervous system. This specific Boc-protected hydroxy derivative is extensively used as a crucial intermediate in the synthesis of various drug candidates and active pharmaceutical ingredients (APIs), including potential treatments for neurological disorders, addiction, and other conditions. Due to its well-defined stereochemistry and functional handles (protected amine and hydroxyl), it is also employed as a high-value synthetic building block in academic and industrial laboratories for constructing molecular libraries and exploring structure-activity relationships. The Boc group provides orthogonal protection, allowing for selective deprotection and further functionalization of the amine nitrogen during multi-step synthetic sequences.
    Physical Properties

    Boiling Point: 327.9°C at 760 mmHg

    Flash Point: 152.1°C

    Density: 1.146g/cm3

    mg g kg ml l t