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    84367-31-7

    Catalog No. EBD2221086

    CAS 84367-31-7

    Name (R)-4-Chloro-3-hydroxybutanenitrile

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    Basic Information

    Synonyms: (R)-4-Chloro-3-hydroxybutanenitrile (r)-4-chloro-3-hydroxybutyronitrile (r)-4-cloro-3-hydroxybutyronitrile (r)-1-chloropent-4-yn-2-ol (r)-4-chloro-3-hydro (r/s)4-chloro-3-hydroxybutyronitrile (R)-(+)-4-chloro3-hydroxybutyronitrile (2R)-1-chloropent-4-yn-2-ol

    Molecular Formula: C4H6ClNO

    Molecular Weight: 119.55

    MDL Number: MFCD00273362

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Chiral Intermediates Synthetic Chemistry > Organic Building Blocks > Cyano Compounds

    Product Description:
    (R)-4-Chloro-3-hydroxybutyronitrile is a chiral organic compound featuring both a chloro and a cyano group on a hydroxy-substituted butane backbone. Its molecular structure makes it a versatile chiral synthon, particularly valuable for the synthesis of enantiomerically pure pharmaceuticals. This compound serves as a key chiral intermediate in the synthesis of several important drugs. Most notably, it is a crucial precursor in the industrial production of Atorvastatin (Lipitor), a widely prescribed HMG-CoA reductase inhibitor (statin) used to lower cholesterol. The (R)-configuration of the hydroxyl group is essential for constructing the desired stereochemistry in the final active pharmaceutical ingredient (API). Its utility extends to the synthesis of other pharmacologically active molecules that require chiral 3-hydroxy-4-substituted butyrolactone or similar frameworks. As a bifunctional building block containing both a reactive chloro group and a cyano group, it is amenable to various chemical transformations, including nucleophilic substitution and reduction. This reactivity profile underscores its dual role as a specialized pharmaceutical intermediate and a more general chiral organic synthesis block.
    Physical Properties

    Boiling Point: 110 °C/1 mmHg(lit.)

    Flash Point: 113 °C

    Density: 1.250 g/mL at 20 °C(lit.)

    Refractivity: n20/D 1.474(lit.)

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