Nie Liang-Deng, Shi Xiao-Xin, Ko Kwang Hyok, Lu Wei-Dong
Department of Pharmaceutical Engineering, School of Pharmacy, East China University of Science and Technology, P.O. Box 363, 130 Mei-Long Road, Shanghai 200237, People's Republic of China.
J Org Chem. 2009 May 15;74(10):3970-3. doi: 10.1021/jo900218k.
Oseltamivir phosphate (1) was synthesized from (-)-shikimic acid through a short and practical synthetic route via eight steps in 47% overall yield. In addition, the highly regioselective and stereoselective nucleophilic replacement of OMs by the N(3) group in the third and seventh steps has been studied in detail, and the reaction conditions were optimized.
磷酸奥司他韦（1）由（-）-莽草酸通过一条简短且实用的合成路线经八步反应合成，总收率为47%。此外，还对第三步和第七步中N(3)基团对OMs的高区域选择性和立体选择性亲核取代反应进行了详细研究，并对反应条件进行了优化。
