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    203866-15-3

    Catalog No. EBD53606

    CAS 203866-15-3

    Name N-BOC-4,4-difluoro-L-proline

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    Basic Information

    Synonyms: N-Boc-4,4-difluoro-L-proline 1-(tert-Butoxycarbonyl)-4,4-difluoro-L-proline 1,2-Pyrrolidinedicarboxylicacid,4,4-difluoro-,1-(1,1-dimethylethyl)ester,(2S)- 4,4-Difluoro-1-{[(2-methyl-2-propanyl)oxy]carbonyl}-L-proline (2S)-1-[(tert-butoxy)carbonyl]-4,4-difluoropyrrolidine-2-carboxylicacid (S)-1-(tert-Butoxycarbonyl)-4,4-difluoropyrrolidine-2-carboxylicacid

    Molecular Formula: C10H15F2NO4

    Molecular Weight: 251.23

    MDL Number: MFCD03094917

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

    Product Description:
    N-Boc-4,4-difluoro-L-proline is a fluorinated amino acid derivative characterized by a proline scaffold where the 4-position is substituted with two fluorine atoms, and the nitrogen is protected by a tert-butoxycarbonyl (Boc) group. This compound is a chiral, non-natural amino acid building block with the L-configuration. Its primary application is in medicinal chemistry and peptide research as a specialized intermediate. The incorporation of the 4,4-difluoroproline moiety into peptides and peptidomimetics is a strategy to modulate their conformational stability, biological activity, and metabolic properties. The fluorine atoms influence the ring pucker of the proline residue, which can impact the overall structure and function of the resulting biomolecule. It is used in the synthesis of potential drug candidates, particularly in areas targeting proteases or protein-protein interactions. As a Boc-protected and fluorinated derivative, it serves as a valuable synthon in organic synthesis for constructing complex molecules. Its stability and defined stereochemistry make it suitable for solid-phase peptide synthesis (SPPS) and other multi-step synthetic routes aimed at developing novel therapeutics or chemical probes.
    Physical Properties

    Melting Point: 120-124 °C

    Boiling Point: 340.386 °C at 760 mmHg

    Flash Point: 159.66 °C

    Density: 1.312 g/cm3

    mg g kg ml l t