Jamison, T. F. et al.: 2018 Science of Synthesis, 2018/5: Flow Chemistry in Organic Synthesis DOI: 10.1055/sos-SD-228-00247
Flow Chemistry in Organic Synthesis

15.1 Flow Chemistry in the Pharmaceutical Industry: Part 1

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Book

Editors: Jamison, T. F.; Koch, G.

Authors: Beeler, A. B.; Beingessner, R. L.; Bottecchia, C.; Browne, D. L.; Coley, C. W.; Ferguson, S.; Folgueiras-Amador, A. A.; Gilmore, K.; Hicklin, R. W.; Imbrogno, J.; Itsuno, S.; Jamison, T. F.; Jensen, K. F.; Kelly, L. P.; Kerr, M. S.; Kiesman, W. F.; Kim, H.; Kwok, D.-I. A.; Ley, S. V.; Longstreet, A. R.; May, S. A.; McTeague, T. A.; Mijalis, A. J.; Mo, Y.; Moon, S.; Myerson, A.; Noël, T.; O’Brien, A. G.; O’Brien, M.; O’Mahony, M.; Opalka, S. M.; Pentelute, B. L.; Polyzos, A.; Schepartz, A.; Seeberger, P. H.; Seo, H.; Steinauer, A.; Stelzer, T.; Stephenson, C. R. J.; Strom, A. E.; Styduhar, E. D.; Sun, A. C.; Telmesani, R.; Thomas, D. A.; Tran, T. H.; Ullah, M. S.; Wicker, A. C.; Wirth, T.; Yoshida, J.

Title: Flow Chemistry in Organic Synthesis

Print ISBN: 9783132423312; Online ISBN: 9783132423350; Book DOI: 10.1055/b-006-161272

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.

Type: Multivolume Edition

 


Abstract

The use of flow chemistry in the single- and multistep synthesis of active pharmaceutical ingredients has been well demonstrated. The pharmaceutical industry is now taking the next steps towards integration of flow chemistry into large-scale commercialized processes, which can effectively supply patient populations. This chapter details advances in this area, and outlines the data and knowledge required to select, develop, scale, and commercialize an efficient flow process.

 
  • 1 Porta R, Benaglia M, Puglisi A. Org. Process Res. Dev. 2016; 20: 2
  • 2 Baumann M, Baxendale IR. Beilstein J. Org. Chem. 2015; 11: 1194
  • 3 Gutmann B, Cantillo D, Kappe CO. Angew. Chem. Int. Ed. 2015; 54: 6688
  • 4 Cole KP, McClary Groh J, Johnson MD, Burcham CL, Campbell BM, Diseroad WD, Heller MR, Howell JR, Kallman NJ, Koenig TM, May SA, Miller RD, Mitchell D, Myers DP, Myers SS, Phillips JL, Polster CS, White TD, Cashman J, Hurley D, Moylan R, Sheehan P, Spencer RD, Desmond K, Desmond P, Gowran O. Science (Washington, D. C.) 2017; 356: 1144
  • 5 Adamo A, Beingessner RL, Behnam M, Chen J, Jamison TF, Jensen KF, Manbaliu J.-CM, Myerson AS, Revalor EM, Snead DR, Stelzer T, Weeranoppanant N, Wong SY, Zhang P. Science (Washington, D. C.) 2016; 352: 61
  • 6 Malet-Sanz L, Susanne F. J. Med. Chem. 2012; 55: 4062
  • 7 Chemical Engineering in the Pharmaceutical Industry: R&D to Manufacturing, am EndeDJ, Ed.; Wiley: Hoboken, NJ, (2010).
  • 8 Kockmann N, Thenée P, Fleischer-Trebes C, Laudadio G, Noël T. React. Chem. Eng. 2017; 2: 258
  • 9 Ott D, Kralisch D, Denčić A, Hessel V, Laribi Y, Perrichon PD, Berguerand C, Kiwi-Minsker L, Loeb P. ChemSusChem 2014; 7: 3521
  • 10 Jiang M, Severson KA, Love JC, Madden H, Swann P, Zang L, Braatz RD. Biotechnol. Bioeng. 2017; 114: 2445
  • 11 Srai JS, Badman C, Krumme M, Futran M, Johnston C. J. Pharm. Sci. 2015; 104: 840
  • 12 Johnson MD, May SA, Haeberle B, Lambertus GR, Pulley SR, Stout JR. Org. Process Res. Dev. 2016; 20: 1305
  • 13 Roberge DM. Org. Process Res. Dev. 2004; 8: 1049
  • 14 Roberge DM, Ducry L, Bieler N, Cretton P, Zimmermann B. Chem. Eng. Technol. 2005; 28: 313
  • 15 Roberge DM, Zimmermann B, Rainone F, Gottsponer M, Eyholzer M, Kockmann N. Org. Process Res. Dev. 2008; 12: 905
  • 16 Valera FE, Quaranta M, Moran A, Blacker J, Armstrong A, Cabral JT, Blackmond DG. Angew. Chem. Int. Ed. 2010; 49: 2478
  • 17 Lv Y, Yu Z, Su W. Org. Process Res. Dev. 2011; 15: 471
  • 18 Kim H, Inoue K, Yoshida J. Angew. Chem. Int. Ed. 2017; 56: 7863
  • 19 Lévesque F, Seeberger PH. Org. Lett. 2011; 13: 5008
  • 20 Fuereder M, Femmer C, Storti G, Panke S, Bechtold M. Chem. Eng. Sci. 2016; 152: 649
  • 21 Damm M, Glasnov TN, Kappe CO. Org. Process Res. Dev. 2010; 14: 215
  • 22 Gauther Jr DR, Scherry BD, Cao Y, Journet M, Humphrey G, Itoh T, Mangion I, Tschaen DM. Org. Lett. 2015; 17: 1353
  • 23 Zakrzewski J, Smalley AP, Kabeshov MA, Gaunt MJ, Lapkin AA. Angew. Chem. Int. Ed. 2016; 55: 8878
  • 24 Gioiello A, Mancino V, Filipponi P, Mostrada S, Cerra B. J. Flow Chem. 2016; 6: 167
  • 25 Reizman BJ, Jensen KF. Acc. Chem. Res. 2016; 49: 1786
  • 26 Weissman SA, Anderson NG. Org. Process Res. Dev. 2015; 19: 1605
  • 27 Benali O, Deal M, Farrant E, Tapolczay D, Wheeler R. Org. Process Res. Dev. 2008; 12: 1007
  • 28 Hawbaker N, Wittgrove E, Christensen B, Sach N, Blackmond DG. Org. Process Res. Dev. 2016; 20: 465
  • 29 Anderson BG, Bauta WE, Cantrell Jr WR. Org. Process Res. Dev. 2012; 16: 967
  • 30 Guidance for Industry: PAT – A Framework for Innovative Pharmaceutical Development, Manufacturing, and Quality Assurance; available online at https://www.fda.gov/downloads/drugs/guidances/ucm070 305.pdf (accessed November 6, 2017).
  • 31 Rydzak JW, White DE, Airiau CY, Sterbenz JT, York BD, Clancy DJ, Dai Q. Org. Process Res. Dev. 2015; 19: 203
  • 32 Britton J, Raston CL. Chem. Soc. Rev. 2017; 46: 1250
  • 33 McQuade DT, Seeberger PH. J. Org. Chem. 2013; 78: 6384
  • 34 Szekely G, Amores de Sousa MC, Gil M, Castel Ferreira F, Heggie W. Chem. Rev. 2015; 115: 8182
  • 35 Nauman EB, In: Handbook of Industrial Mixing: Science and Practice Paul EL, Atiemo-Obeng VA, Kresta SM. Wiley Hoboken, NJ 2004; 1-18
  • 36 Dolman SJ, Nyrop JL, Kuethe JT. J. Org. Chem. 2011; 76: 993
  • 37 Reckamp JM, Bindels A, Duffield S, Liu YC, Bradford E, Ricci E, Susanne F, Rutter A. Org. Process Res. Dev. 2017; 21: 816
  • 38 Murphy MR, Singh SK. Process Saf. Prog. 2015; 34: 368
  • 40 Myerson AS, Krumme M, Nasr M, Thomas H, Braatz RD. J. Pharm. Sci. 2015; 104: 832
  • 41 Tezyk M, Milanowski B, Ernst A, Lulek J. Drug Dev. Ind. Pharm. 2016; 42: 1195
  • 42 Allison G, Cain YT, Cooney C, Garcia T, Gooen Bizjak T, Holte O, Jagota N, Komas B, Korakianiti E, Kourti D, Madurawe R, Morefield E, Montgomery F, Nasr M, Randolph W, Robert J.-L, Rudd D, Zezza D. J. Pharm. Sci. 2015; 104: 803
  • 43 Nasr MM, Krumme M, Matsuda Y, Trout BL, Badman C, Mascia S, Cooney CL, Jensen KD, Florence A, Johnston C, Konstantinov K, Lee SL. J. Pharm. Sci. 2017; 106: 3199