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    103882-27-5

    Catalog No. EBD2339886

    CAS 103882-27-5

    Name (R)-5-methoxy-1,2,3,4-tetrahydronaphthalen-1-amine

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    Basic Information

    Synonyms: (1R)-1,2,3,4-Tetrahydro-5-methoxy-1-naphthalenamine

    Molecular Formula: C11H15NO

    Molecular Weight: 177.24

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

    Product Description:
    (R)-5-Methoxy-1,2,3,4-tetrahydronaphthalen-1-amine is a chiral amine derivative featuring a tetralin (1,2,3,4-tetrahydronaphthalene) scaffold with a methoxy substituent at the 5-position. This specific (R)-enantiomer is a key synthetic intermediate in pharmaceutical chemistry. Its primary and most significant application is in the synthesis of Rotigotine, a non-ergoline dopamine agonist used for the treatment of Parkinson's disease and restless legs syndrome. The chiral center and the tetralin core of this compound are crucial structural elements for the biological activity of the final API. The synthesis of Rotigotine often involves this intermediate as a pivotal building block to establish the correct stereochemistry required for effective dopamine receptor binding. As a chiral amine, it requires careful handling under inert conditions to prevent racemization or degradation. Its use is almost exclusively confined to advanced pharmaceutical synthesis for central nervous system (CNS) active drugs, highlighting its role as a high-value, application-specific intermediate rather than a general-purpose reagent.
    Physical Properties
    mg g kg ml l t