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    101376-26-5

    Catalog No. EBD2219672

    CAS 101376-26-5

    Name (R)-(4-Benzylmorpholin-3-yl)methanol

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    Basic Information

    Synonyms: (R)-(4-Benzylmorpholin-3-yl)methanol (R)-4-BENZYL-3-HYDROXYMETHYLMORPHOLINE [(3R)-4-Benzylmorpholin-3-yl]methanol 3-Morpholinemethanol,4-(phenylmethyl)-,(3R)-

    Molecular Formula: C12H17NO2

    Molecular Weight: 207.27

    MDL Number: MFCD06799481

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

    Product Description:
    (R)-4-Benzylmorpholin-3-ylmethanol is a chiral morpholine derivative characterized by a benzyl group at the 4-position and a hydroxymethyl group at the 3-position of the morpholine ring. This specific (R)-enantiomer is a valuable building block in asymmetric synthesis due to its defined stereochemistry and the presence of both a tertiary amine and a primary alcohol functional group. Its primary application is as a key chiral intermediate in the pharmaceutical industry. It serves as a crucial precursor in the synthesis of various active pharmaceutical ingredients (APIs), particularly those targeting the central nervous system. For instance, it is a fundamental synthon for the production of Vilazodone, a medication used to treat major depressive disorder, and other serotonin-related therapeutics. The chiral morpholine core is essential for imparting the desired biological activity and selectivity to the final drug molecule. Beyond its direct pharmaceutical use, this compound is also employed in organic chemistry research as a chiral ligand precursor or as a scaffold for constructing more complex nitrogen- and oxygen-containing heterocycles. It is typically handled under inert atmosphere due to its sensitivity and requires standard laboratory safety precautions for organic bases and alcohols.
    Physical Properties

    Boiling Point: 322.7 °C at 760 mmHg

    Flash Point: 149 °C

    Density: 1.117 g/cm3

    mg g kg ml l t