Safe and highly efficient adaptation of potentially explosive azide chemistry involved in the synthesis of Tamiflu using continuous-flow technology

Cloudius R. Sagandira and Paul Watts
Beilstein J. Org. Chem. 2019, 15, 2577–2589. https://doi.org/10.3762/bjoc.15.251

Cite the Following Article

Safe and highly efficient adaptation of potentially explosive azide chemistry involved in the synthesis of Tamiflu using continuous-flow technology
Cloudius R. Sagandira and Paul Watts
Beilstein J. Org. Chem. 2019, 15, 2577–2589. https://doi.org/10.3762/bjoc.15.251

How to Cite

Sagandira, C. R.; Watts, P. Beilstein J. Org. Chem. 2019, 15, 2577–2589. doi:10.3762/bjoc.15.251

Download Citation

Citation data can be downloaded as file using the "Download" button or used for copy/paste from the text window below.
Citation data in RIS format can be imported by all major citation management software, including EndNote, ProCite, RefWorks, and Zotero.

Presentation Graphic

Picture with graphical abstract, title and authors for social media postings and presentations.
Format: PNG Size: 130.4 KB Download

Citations to This Article

Up to 20 of the most recent references are displayed here.

Scholarly Works

  • Majhi, S.; Manickam, S. Adaptation of organic reactions in the industrial production of bioactive compounds. Semisynthesis of Bioactive Compounds and their Biological Activities; Elsevier, 2024; pp 353–380. doi:10.1016/b978-0-443-15269-6.00002-x
  • Sagmeister, P.; Prieschl, M.; Kaldre, D.; Gadiyar, C.; Moessner, C.; Sedelmeier, J.; Williams, J. D.; Kappe, C. O. Continuous Flow-Facilitated CB2 Agonist Synthesis, Part 1: Azidation and [3 + 2] Cycloaddition. Organic Process Research & Development 2023, 27, 592–600. doi:10.1021/acs.oprd.3c00035
  • Pandey, A. M.; Mondal, S.; Gnanaprakasam, B. Continuous-Flow Direct Azidation of Alcohols and Peroxides for the Synthesis of Quinoxalinone, Benzooxazinone, and Triazole Derivatives. The Journal of organic chemistry 2022, 87, 9926–9939. doi:10.1021/acs.joc.2c00941
  • Taggert, B. I.; Walker, C.; Chen, D.; Wille, U. Substituted 1,2,3-triazoles: a new class of nitrification inhibitors. Scientific reports 2021, 11, 1–12. doi:10.1038/s41598-021-94306-1
  • Guyo, U.; Hlangothi, B. G.; Zeelie, B. Synthesis of novel methoxyether derivative of isopulegol in a packed-bed flow reactor. Monatshefte für Chemie - Chemical Monthly 2021, 152, 695–704. doi:10.1007/s00706-021-02778-8
  • Sagandira, C. R.; Watts, P. Flow Chemistry Supporting Access to Drugs in Developing Countries. Topics in Medicinal Chemistry; Springer International Publishing, 2021; pp 391–419. doi:10.1007/7355_2021_114
  • Sagandira, C. R.; Watts, P.
  • Díaz-Ortiz, Á.; de la Hoz, A. Green Aspects of Flow Chemistry for Drug Discovery. Topics in Medicinal Chemistry; Springer International Publishing, 2021; pp 23–70. doi:10.1007/7355_2021_111
  • Díaz-Ortiz, A.; de la Hoz, A.
  • Puglisi, A.; Rossi, S.; Herbrik, F.; Medici, F.; Benaglia, M. In-flow enantioselective homogeneous organic synthesis. Green Processing and Synthesis 2021, 10, 768–778. doi:10.1515/gps-2021-0073
  • Hayashi, Y. Time Economy in Total Synthesis. The Journal of organic chemistry 2020, 86, 1–23. doi:10.1021/acs.joc.0c01581
  • Sagandira, C. R.; Siyawamwaya, M.; Watts, P. 3D printing and continuous flow chemistry technology to advance pharmaceutical manufacturing in developing countries. Arabian journal of chemistry 2020, 13, 7886–7908. doi:10.1016/j.arabjc.2020.09.020
  • Fülöp, Z.; Szemesi, P.; Bana, P.; Éles, J.; Greiner, I. Evolution of flow-oriented design strategies in the continuous preparation of pharmaceuticals. Reaction Chemistry & Engineering 2020, 5, 1527–1555. doi:10.1039/d0re00273a
  • Sagandira, C. R.; Mathe, F. M.; Guyo, U.; Watts, P. The evolution of Tamiflu synthesis, 20 years on: Advent of enabling technologies the last piece of the puzzle?. Tetrahedron 2020, 76, 131440. doi:10.1016/j.tet.2020.131440
  • Morodo, R.; Bianchi, P.; Monbaliu, J.-C. Continuous Flow Organophosphorus Chemistry. European Journal of Organic Chemistry 2020, 2020, 5236–5277. doi:10.1002/ejoc.202000430
  • Hai, T. A. P.; De Backer, L. J.; Cosford, N. D. P.; Burkart, M. D. Preparation of Mono- and Diisocyanates in Flow from Renewable Carboxylic Acids. Organic Process Research & Development 2020, 24, 2342–2346. doi:10.1021/acs.oprd.0c00167
  • Sagandira, C. R.; Watts, P. Continuous-Flow Synthesis of (–)-Oseltamivir Phosphate (Tamiflu). Synlett 2020, 31, 1925–1929. doi:10.1055/s-0039-1690878
  • Mata, A.; Weigl, U.; Flögel, O.; Baur, P.; Hone, C. A.; Kappe, C. O. Acyl azide generation and amide bond formation in continuous-flow for the synthesis of peptides. Reaction Chemistry & Engineering 2020, 5, 645–650. doi:10.1039/d0re00034e
Other Beilstein-Institut Open Science Activities