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A Concise Flow Synthesis of Efavirenz |
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| Authors: | Dr Camille A Correia Dr Kerry Gilmore Prof?Dr D Tyler McQuade Prof?Dr Peter H Seeberger |
| Institution: | 1. Department of Biomolecular Systems, Max Planck Institute of Colloids and Interfaces, Am Mühlenberg 1, 14476 Potsdam (Germany);2. Department of Chemistry and Biochemistry, Florida State University, Tallahassee, FL 32306 (USA);3. Institute for Chemistry and Biochemistry, Freie Universit?t Berlin, Arnimallee 22, 14195 Berlin (Germany) |
| Abstract: | Efavirenz is an essential medicine for the treatment of HIV, which is still inaccessible to millions of people worldwide. A novel, semi‐continuous process provides rac‐Efavirenz with an overall yield of 45 %. This streamlined proof‐of‐principle synthesis relies on the efficient copper‐catalyzed formation of an aryl isocyanate and a subsequent intramolecular cyclization to install the carbamate core of Efavirenz in one step. The three‐step method represents the shortest synthesis of this life‐saving drug to date. |
| Keywords: | API synthesis carbamates copper flow chemistry homogeneous catalysis |