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    1009335-36-7

    Catalog No. EBD2905951

    CAS 1009335-36-7

    Name (3R,5R)-5-(hydroxymethyl)pyrrolidin-3-ol hydrochloride

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    Basic Information

    Synonyms: (2R,4R)-4-Hydroxy-2-pyrrolidinemethanolHCl

    Molecular Formula: C5H12ClNO2

    Molecular Weight: 153.61

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Amino Acids and Derivatives

    Product Description:
    (3R,5R)-5-(Hydroxymethyl)pyrrolidin-3-ol hydrochloride is a chiral pyrrolidine derivative featuring two stereocenters and functionalized with both a hydroxymethyl and a hydroxyl group. This compound serves as a crucial chiral building block in pharmaceutical synthesis. Its primary application is as a key intermediate in the production of novel antibacterial agents, specifically belonging to the oxazolidinone class of antibiotics. These antibiotics are designed to combat drug-resistant bacterial infections, such as those caused by methicillin-resistant *Staphylococcus aureus* (MRSA) and vancomycin-resistant enterococci (VRE). The (3R,5R) stereochemistry of this pyrrolidine alcohol is essential for constructing the pharmacophore of advanced oxazolidinone candidates. Researchers utilize it to introduce the necessary chiral amine component into the molecular scaffold, aiming to improve potency and reduce side effects compared to earlier generations like linezolid. Beyond its direct use in antibiotic synthesis, its structural motif is also valuable in medicinal chemistry for exploring other bioactive molecules, including enzyme inhibitors and receptor modulators.
    Physical Properties
    mg g kg ml l t