Continuous synthesis of artemisinin-derived medicines

被引:102
作者
Gilmore, Kerry [1 ]
Kopetzki, Daniel [1 ]
Lee, Ju Weon [2 ]
Horvath, Zoltan [2 ]
McQuade, D. Tyler [1 ]
Seidel-Morgenstern, Andreas [2 ,3 ]
Seeberger, Peter H. [1 ,4 ]
机构
[1] Max Planck Inst Colloids & Interfaces, Dept Biomol Syst, D-14476 Potsdam, Germany
[2] Max Planck Inst Dynam Complex Tech Syst, D-39106 Magdeburg, Germany
[3] Otto Von Guericke Univ, Chair Chem Proc Technol, D-39106 Magdeburg, Germany
[4] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany
关键词
CONTINUOUS-FLOW SYNTHESIS; MULTISTEP SYNTHESIS; NATURAL-PRODUCTS; CHEMISTRY; MALARIA; PURIFICATION; CONVERSION; REDUCTION;
D O I
10.1039/c4cc05098c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Described is a continuous, divergent synthesis system which is coupled to continuous purification and is capable of producing four anti-malarial APIs. The system is comprised of three linked reaction modules for photooxidation/cyclization, reduction, and derivatization. A fourth module couples the crude reaction stream with continuous purification to yield pure API.
引用
收藏
页码:12652 / 12655
页数:4
相关论文
共 28 条
[1]   The global pipeline of new medicines for the control and elimination of malaria [J].
Anthony, Melinda P. ;
Burrows, Jeremy N. ;
Duparc, Stephan ;
JMoehrle, Joerg ;
Wells, Timothy N. C. .
MALARIA JOURNAL, 2012, 11
[2]   The Continuous-Flow Synthesis of Ibuprofen [J].
Bogdan, Andrew R. ;
Poe, Sarah L. ;
Kubis, Daniel C. ;
Broadwater, Steven J. ;
McQuade, D. Tyler .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (45) :8547-8550
[3]   Continuous Preparation of Arylmagnesium Reagents in Flow with Inline IR Monitoring [J].
Brodmann, Tobias ;
Koos, Peter ;
Metzger, Albrecht ;
Knochel, Paul ;
Ley, Steven V. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2012, 16 (05) :1102-1113
[4]   Looking Forward in Pharmaceutical Process Chemistry [J].
Davies, Ian W. ;
Welch, Christopher J. .
SCIENCE, 2009, 325 (5941) :701-704
[5]   Flow Synthesis of Substituted γ- Lactones by Consecutive Photocatalytic/Reductive Reactions [J].
Fagnoni, Maurizio ;
Bonassi, Filippo ;
Palmieri, Alessandro ;
Protti, Stefano ;
Ravelli, Davide ;
Ballini, Roberto .
ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (04) :753-758
[6]   Facile Stoichiometric Reductions in Flow: An Example of Artemisinin [J].
Fan, Xiaolei ;
Sans, Victor ;
Yaseneva, Polina ;
Plaza, Dorota D. ;
Williams, Jonathan ;
Lapkin, Alexei .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2012, 16 (05) :1039-1042
[7]   Heating under High-Frequency Inductive Conditions: Application to the Continuous Synthesis of the Neurolepticum Olanzapine (Zyprexa) [J].
Hartwig, Jan ;
Ceylan, Sascha ;
Kupracz, Lukas ;
Coutable, Ludovic ;
Kirschning, Andreas .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (37) :9813-9817
[8]   Development of a Multi-Step Synthesis and Workup Sequence for an Integrated, Continuous Manufacturing Process of a Pharmaceutical [J].
Heider, Patrick L. ;
Born, Stephen C. ;
Basak, Soubir ;
Benyahia, Brahim ;
Lakerveld, Richard ;
Zhang, Haitao ;
Hogan, Rachael ;
Buchbinder, Louis ;
Wolfe, Aaron ;
Mascia, Salvatore ;
Evans, James M. B. ;
Jamison, Timothy F. ;
Jensen, Klavs F. .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2014, 18 (03) :402-409
[9]   An expeditious synthesis of imatinib and analogues utilising flow chemistry methods [J].
Hopkin, Mark D. ;
Baxendale, Ian R. ;
Ley, Steven V. .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (11) :1822-1839
[10]   A flow-based synthesis of Imatinib: the API of Gleevec [J].
Hopkin, Mark D. ;
Baxendale, Ian R. ;
Ley, Steven V. .
CHEMICAL COMMUNICATIONS, 2010, 46 (14) :2450-2452