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    149423-70-1

    Catalog No. EBD9730

    CAS 149423-70-1

    Name Benzyl (cis-4-aminocyclohexyl)carbamate

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    Basic Information

    Synonyms: Benzyl(cis-4-aminocyclohexyl)carbamate BENZYLCIS-4-AMINOCYCLOHEXYLCARBAMATE 1-N-CBZ-CIS-1,4-CYCLOHEXYLDIAMINE CIS-1-N-CBZ-1,4-CYCLOHEXYLDIAMINE

    Molecular Formula: C14H20N2O2

    Molecular Weight: 248.32

    MDL Number: MFCD06657668

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

    Product Description:
    Benzyl (cis-4-aminocyclohexyl)carbamate is a chiral amine derivative featuring a cis-1,4-cyclohexanediamine scaffold protected by a carboxybenzyl (Cbz) group. This compound is a white to off-white solid with a molecular formula of C14H20N2O2. The Cbz protecting group is a standard tool in peptide and organic synthesis, allowing for selective deprotection under mild hydrogenolytic conditions. Its primary application is as a key chiral building block in pharmaceutical research and development. The cis-1,4-cyclohexanediamine moiety is a privileged structural motif found in various bioactive molecules. This specific compound has been utilized in the synthesis of potent and selective inhibitors, such as those targeting the anaplastic lymphoma kinase (ALK), which is a critical target in oncology for treating certain cancers. Its role is to introduce a rigid, chiral diamine component into complex molecular architectures. As a protected diamine, it serves as a versatile intermediate in medicinal chemistry. The compound is valued for its ability to impart specific three-dimensional geometry and hydrogen-bonding capabilities to drug candidates, influencing their binding affinity and pharmacokinetic properties. It is commercially available from fine chemical suppliers catering to the pharmaceutical and biotechnology sectors.
    Physical Properties
    mg g kg ml l t