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    647857-74-7

    Catalog No. EBD2711389

    CAS 647857-74-7

    Name (R)-1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate

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    Basic Information

    Synonyms: (2R)-4,4-Difluoro-1,2-pyrrolidinedicarboxylicacid1-(tert-butyl)2-methylester (R)-1-tert-butyl2-methyl4,4-difluoropyrrolidine-1,2-dicarboxylate 1,2-Pyrrolidinedicarboxylicacid,4,4-difluoro-,1-(1,1-dimethylethyl)2-methylester,(2R)-

    Molecular Formula: C11H17F2NO4

    Molecular Weight: 265.25

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

    Product Description:
    (R)-1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate is a chiral, fluorinated pyrrolidine derivative. It features a Boc-protected secondary amine and a methyl ester group, making it a versatile building block. The presence of two fluorine atoms at the 4-position of the pyrrolidine ring significantly alters its electronic properties, lipophilicity, and metabolic stability compared to its non-fluorinated counterpart. This compound is primarily employed as a key chiral intermediate in pharmaceutical research and development. The fluorinated pyrrolidine scaffold is a privileged structure found in numerous bioactive molecules. Its main application lies in the synthesis of potential drug candidates, particularly in medicinal chemistry programs targeting central nervous system (CNS) disorders, enzyme inhibitors, and other therapeutic areas where the introduction of fluorine atoms is a common strategy to optimize pharmacokinetic and pharmacodynamic profiles. As a bifunctional molecule, it serves as a precursor for introducing the chiral, fluorinated pyrrolidine moiety into larger molecular frameworks. The Boc and methyl ester protecting groups allow for selective deprotection and further functionalization, enabling its use in peptide mimetics and the construction of complex heterocyclic systems. It is a valuable reagent for exploring structure-activity relationships (SAR) in drug discovery.
    Physical Properties

    Storage: −20°C

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