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    116407-32-0

    Catalog No. EBD2223976

    CAS 116407-32-0

    Name (1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate

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    Basic Information

    Synonyms: (1R,2R)-Cyclohexane-1,2-diamine(2S,3S)-2,3-dihydroxysuccinate 1,2-Cyclohexanediamine,(1R,2R)-,(2S,3S)-2,3-dihydroxybutanedioate(1:1)

    Molecular Formula: C10H20N2O6

    Molecular Weight: 264.28

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

    Product Description:
    (1R,2R)-Cyclohexane-1,2-diamine (2S,3S)-2,3-dihydroxysuccinate, also known as (1R,2R)-1,2-diaminocyclohexane D-tartrate, is a chiral diamine salt. It is formed by the reaction of (1R,2R)-1,2-diaminocyclohexane (DACH) with D-tartaric acid. This compound is a white to off-white crystalline powder and serves as a key chiral building block and resolving agent. Its primary and most significant application is in the field of asymmetric synthesis, particularly as a precursor to chiral ligands and catalysts. The (1R,2R)-DACH moiety is a crucial component in the synthesis of highly effective chiral ligands, such as those used in Jacobsen's catalyst for enantioselective epoxidation of alkenes. These catalysts are vital for producing enantiomerically pure intermediates in pharmaceutical manufacturing. The tartrate salt form often provides improved stability and handling characteristics compared to the free diamine. Due to its well-defined stereochemistry and utility in constructing complex chiral architectures, it is a valuable intermediate for the development of novel therapeutic agents and fine chemicals. It is commonly used in research and industrial settings focused on catalytic asymmetric transformations.
    Physical Properties
    mg g kg ml l t