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    758691-50-8

    Catalog No. EBD708818

    CAS 758691-50-8

    Name (1R,2R)-1,2-bis(2-methoxyphenyl)-1,2-ethanediamine

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    Basic Information

    Synonyms: (1R,2R)-1,2-bis(2-methoxyphenyl)-1,2-ethanediamine 1,2-Ethanediamine,1,2-bis(2-methoxyphenyl)-,(1R,2R)-

    Molecular Formula: C16H20N2O2

    Molecular Weight: 272.35

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

    Product Description:
    (1R,2R)-1,2-bis(2-methoxyphenyl)-1,2-ethanediamine is a chiral vicinal diamine derivative featuring two ortho-methoxyphenyl substituents. It is a white to off-white crystalline solid with a molecular formula of C₁₆H₂₀N₂O₂. This compound is characterized by its C₂-symmetric (1R,2R) configuration, which is crucial for its role as a chiral ligand precursor and building block. The primary application of this compound is as a high-value chiral intermediate in pharmaceutical synthesis. Its most notable use is in the preparation of chiral salen-type ligands and catalysts. These ligands, when complexed with metals like manganese or cobalt, are extensively employed in asymmetric epoxidation and other enantioselective transformations for the synthesis of active pharmaceutical ingredients (APIs). The ortho-methoxy groups on the phenyl rings are essential for modulating the electronic and steric properties of the resulting metal complexes. As a chiral diamine, it serves as a key synthon for constructing complex molecular architectures with defined stereochemistry. Its utility extends beyond catalysis to being a precursor for chiral auxiliaries and resolving agents. Handling requires standard precautions for amines, including use in a well-ventilated area and avoidance of contact with skin and eyes.
    Physical Properties
    mg g kg ml l t