Der Pharma Chemica
Journal for Medicinal Chemistry, Pharmaceutical Chemistry, Pharmaceutical Sciences and Computational Chemistry

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An Efficient and Alternative Method for Synthesis of Tofacitinib

Author(s): Srishylam V, Devanna, Naveen Mulakayala

An effective synthetic process for the preparation of 3-Benzyl-6-methyl-7-oxa-3-aza-bicyclo[4.1.0]heptanes 7 and 3-Benzyl-6-methyl-3,7-diaza-bicyclo[ 4.1.0]heptane-7-carboxylic acid tert-butyl ester 9 has been developed from simple synthetic transformations, starting with extraordinarily simple materials (4-picoline and benzyl chloride) in five steps through reduction and epoxidation followed by ring opening, providing a new and convenient access to the key intermediates of Tofacitibin (CP-690,550).The process developed is highly efficient and can be applied for large scale synthesis also.

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