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    569660-97-5

    Catalog No. EBD992321

    CAS 569660-97-5

    Name (R)-tert-butyl 3-bromopyrrolidine-1-carboxylate

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    Basic Information

    Synonyms: (R)-tert-Butyl3-bromopyrrolidine-1-carboxylate (R)-3-Bromo-pyrrolidine-1-carboxylicacidtert-butylester (R)-(-)-1-Boc-3-bromopyrrolidi

    Molecular Formula: C9H16BrNO2

    Molecular Weight: 250.13

    MDL Number: MFCD17214727

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

    Product Description:
    (R)-3-Bromopyrrolidine-1-carboxylic acid tert-butyl ester is a chiral, halogenated heterocyclic building block. It features a pyrrolidine ring substituted with a bromine atom at the 3-position and a Boc (tert-butoxycarbonyl) protecting group on the nitrogen. This specific stereochemistry (R-configuration) is crucial for its applications in asymmetric synthesis. This compound is primarily employed as a key intermediate in pharmaceutical research and development. Its main utility lies in the synthesis of active pharmaceutical ingredients (APIs) and drug candidates, particularly those containing a chiral pyrrolidine scaffold. The bromine atom serves as a versatile handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Negishi) or nucleophilic substitution, enabling the introduction of various pharmacophores. The Boc group protects the secondary amine during synthetic sequences and can be readily removed under acidic conditions. The (R)-enantiomer is specifically sought after for constructing molecules with defined biological activity, often targeting the central nervous system or acting as enzyme inhibitors. It is a valuable synthon for medicinal chemists exploring structure-activity relationships in drug discovery programs.
    Physical Properties
    mg g kg ml l t