Ethyl shikimate is the first intermediate in the synthesis of oseltamivir phosphate (Tamiflu). Commercially, it is synthesised from the esterification of (−)-shikimic acid with ethanol in the presence of SOCl₂ in batch. Herein is a comprehensive study on the continuous flow synthesis of ethyl shikimate in >90% yield and less than 10 min residence time. Furthermore due to environmental, health and safety concerns over the use of SOCl₂, the use of safer and more environmentally friendly reagents was investigated. Numerous effective continuous flow synthetic procedures for ethyl shikimate have been developed successfully.

中文翻译：

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sh草酸乙酯的高效连续流合成：达菲的合成第一步

iki草酸乙酯是合成磷酸奥司他韦（Tamiflu）的第一个中间体。在商业上，它是在SOCl ₂的存在下，由（-）ki草酸与乙醇的酯化反应合成的。本文对sh草酸乙酯的连续流合成进行了综合研究，收率> 90％，停留时间少于10分钟。此外，由于对使用SOCl _2的环境，健康和安全问题的关注，研究了使用更安全，更环保的试剂。sh草酸乙酯的许多有效的连续流合成方法已经成功开发。