Shionogi & Co., Ltd., 1-3, Kuise Terajima 2-chome, Amagasaki, Hyogo 660-0813, Japan.
Org Lett. 2010 Jan 1;12(1):60-3. doi: 10.1021/ol9024716.
An efficient formal synthesis of oseltamivir phosphate (Tamiflu) has been achieved in 12 steps with use of the inexpensive and highly abundant D-ribose as the starting material. This concise alternative route does not utilize protecting groups and features the introduction of 3-pentylidene ketal as the latent 3-pentyl ether, the use of a highly efficient RCM reaction to form the Tamiflu skeleton, and selective functional group manipulations.
以廉价且丰富的 D-核糖作为起始原料，通过 12 步反应实现了磷酸奥司他韦（达菲）的高效形式合成。这条简洁的替代路线不使用保护基团，其特点是引入 3-戊叉缩醛作为潜在的 3-戊醚，采用高效的 RCM 反应形成达菲骨架，并进行选择性的官能团操作。
