Please use this identifier to cite or link to this item: http://hdl.handle.net/11455/96304
標題: Synthetic Studies toward (-)-Oseltamivir (Tamiflu)
探索(-)-Oseltamivir (Tamiflu)之合成方法
作者: Mei-Yuan Chen
陳美源
關鍵字: 克流感;Oseltamivir;Tamiflu
引用: 1. Laver, W. G.; Bischofberger, N.; Webster, R. G. Perspect. Biol. Med. 2000, 43, 173-192. 2. Farina, V.; Brown, J. D. Angew. Chem., Int. Ed. 2006, 45, 7330-7334. 3. Meanwell, N. A.; Krystal, M. Drug Discov. Today 1996, 1, 316-324. 4. Meanwell, N. A.; Krystal, M. Drug Discov. Today 1996, 1, 388-397. 5. Schmidt, A. C. Drugs 2004, 64, 2031-2046. 6. Abdel-Magid, A. F.; Maryanoff, C. A.; Mehrman, S. J. Curr. Opin. Drug Discovery Dev. 2001, 4, 776-791. 7. Magano, J. Chem. Rev. 2009, 109, 4398. 8. Kim, C. U.; Lew, W.; Williams, M. A.; Liu, H.; Zhang, L.; Swaminathan, S.; Bischofberger, N.; Chen, M. S.; Mendel, D. B.; Tai, C. Y.; Laver, W. G.; Stevens, R. C. J. Am. Chem. Soc. 1997, 199, 681-690. 9. McGowan, D. A.; Berchtold, G. A. J. Org. Chem. 1981, 46, 2381-2383. 10. Abrecht, S.; Karpf, M.; Trussardi, R.; Wirz, B. EP 1127872 A1. Chem. Abstr. 2001, 135, 195452. 11. Yeung, Y.-Y.; Hong, S.; Corey, E. J. J. Am. Chem. Soc. 2006, 128, 6310-6311.   12. Ryu, D. H.; Corey, E. J. J. Am. Chem. Soc. 2003, 125, 6388-6390. 13. Knapp, S.; Levorse, A. T. J. Org. Chem. 1988, 53, 4006-4014. 14. Trost, B. M.; Zhang, T. Angew. Chem., Int. Ed. 2008, 47, 3759-3761. 15. Espino, C. G.; Fiori, K. W.; Kim, M.; Bois, J. D. J. Am. Chem. Soc. 2004, 126, 15378-15379. 16. Fiori, K. W.; Bois, J. D. J. Am. Chem. Soc. 2007, 129, 562-568. 17. Ishikawa, H.; Suzuki, T.; Hayashi, Y. Angew. Chem., Int. Ed. 2009, 48, 1304-1307. 18. Ishikawa, H.; Suzuki, T.; Orita, H.; Uchimaru, T.; Hayashi, Y. Chem. - Eur. J. 2010, 16, 12616-12626. 19. Mukaiyama, T.; Ishikawa, H.; Koshino, H.; Hayashi, Y. Chem. - Eur. J. 2013, 19, 17789-17800. 20. Andraos, J. Org. Process Res. Dev. 2009, 13, 161-185. 21. Abrecht, S.; Harrington, P.; Iding, H.; Karpf, M.; Trussardi, R.; Wirz, B.; Zutter, U. Chimia 2004, 58, 621-629. 22. 洪禎雅, 國立中興大碩士論文 中華民國一百零四年. 23. 黃曾絃揚, 國立中興大碩士論文 中華民國一百零五年. 24. Jayakanthan, K.; Madhusudanan, K. P.; Vankar, Y. D. Tetrahedron 2004, 60, 397-403. 25. Hurd, C. D.; Webb, C. N. J. Am. Chem. Soc. 1936, 58, 2190-2193. 26. Shimizu, N.; Imazu, S.; Shibata, F.; Tsuno, Y. Bull. Chem. Soc. Jpn. 1991, 64, 1122-1128. 27. Matovic, N. J.; Hayes, P. Y.; Penman, K.; Lehmann, R. P.; De Voss, J. J. J. Org. Chem. 2011, 76, 4467-4481. 28. Neumeyer, M.; Kopp, J.; Brückner, R. Eur. J. Org. Chem. 2017, 2017, 2883-2915. 29. Fuller, C. E.; Walker, D. G. J. Org. Chem. 1991, 56, 4066-4067. 30. 歐志軒, 國立中興大碩士論文 中華民國一百零二年.
摘要: 
In this study, the diene and dienophile fragments of Diels-Alder reaction were synthesized and the six-member ring of (-)-Oseltamivir was synthesized by Diels-Alder reaction. We synthesized diene and dienophile by using the cheap starting materials such as 1,3-dichloro-2-propanol, crotonic acid, allyl bromide and 3-pentanone.

本篇研究合成Diels-Alder reaction所需的diene及dienophile兩片段,藉由Diels-Alder reaction來合成(-)-Oseltamivir之六環骨架。我們利用便宜起始物ethyl acrylate、1,3-dichloro-2-propanol、crotonic acid、allyl bromide與3-pentanone分別合成diene與dienophile。
URI: http://hdl.handle.net/11455/96304
Rights: 同意授權瀏覽/列印電子全文服務,2020-08-22起公開。
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