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    1171197-20-8

    Catalog No. EBD2990263

    CAS 1171197-20-8

    Name (S)-tert-butyl 3-(4-aminophenyl)piperidine-1-carboxylate

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    Basic Information

    Synonyms: (S)-tert-butyl3-(4-aminophenyl)piperidine-1-carboxylate (3S)-3-(4-Aminophenyl)-1-piperidinecarboxylicacidtert-butylester

    Molecular Formula: C16H24N2O2

    Molecular Weight: 276.37

    Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > APIs and Their Salts > Nervous System Drugs

    Product Description:
    (S)-tert-Butyl 3-(4-aminophenyl)piperidine-1-carboxylate is a chiral piperidine derivative featuring a tert-butoxycarbonyl (Boc) protecting group on the nitrogen atom and a primary amino group on the phenyl ring. This specific stereochemistry and functional group combination make it a valuable synthetic intermediate. This compound is primarily utilized in pharmaceutical research and development as a key building block for the synthesis of active pharmaceutical ingredients (APIs). Its structure is particularly relevant in the construction of molecules targeting the central nervous system. For instance, it serves as a crucial intermediate in the synthesis of Vilazodone, a medication approved for the treatment of major depressive disorder, which acts as a combined serotonin reuptake inhibitor and 5-HT1A receptor partial agonist. The Boc-protected amine and the aromatic amino group provide orthogonal reactivity, allowing for selective modifications and sequential coupling reactions in complex molecule assembly. Its use underscores the importance of chiral intermediates in modern drug discovery to achieve desired pharmacological activity and selectivity.
    Physical Properties
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