Short Synthesis of Dopamine Agonist Rotigotine

Chandra Shekhar; Santanu Karmakar; Prathama S. Mainkar; Srivari Chandrasekhar

doi:10.1055/a-2235-5080

Synthesis, Inhaltsverzeichnis

Synthesis 2024; 56(14): 2234-2238
DOI: 10.1055/a-2235-5080

paper

Short Synthesis of Dopamine Agonist Rotigotine

Chandra Shekhar

^aDepartment of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India

^bAcademy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

,

Santanu Karmakar

^aDepartment of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India

^bAcademy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

,

Prathama S. Mainkar

^aDepartment of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India

^bAcademy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

,

Srivari Chandrasekhar ∗

^aDepartment of Organic Synthesis and Process Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India

^bAcademy of Scientific and Innovative Research (AcSIR), Ghaziabad 201002, India

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Abstract

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Abstract

A practical and short synthesis of FDA approved drug, Rotigotine, is achieved in two steps from 5-methoxy-2-tetralone, which in turn was synthesised by [4+2] cycloaddition of the in situ generated methoxyaryne from its precursor aryl triflate with benzyloxybutadiene or from 4-methoxyindanone via ring expansion using trimethylsilyldiazomethane.

Key words

CNS - dopamine - rotigotine - tetralone - aryne - cycloaddition - reductive amination

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