Process Development on (3 S ,4 S )-[( R )-1‘-(( tert -Butyldimethylsilyl)oxy)ethyl]-4-[( R )-1-carboxyethyl]-2-azetidinone: 1-β-Methylcarbapenem Key Intermediate

作者：Xinbo Lu, Zun‐Le Xu, Guo‐Jun Yang, Rong Fan · 发表于：Organic Process Research & Development · 年份：2001 · DOI：10.1021/op0000982 · 被引用次数：8 · 研究领域：Synthesis of β-Lactam Compounds、Synthesis and Catalytic Reactions、Synthetic Organic Chemistry Methods

The process for the stereoselective synthesis of the 1-β-methylcarbapenem key intermediate 2 via the Reformatsky-type reaction employing a dihydro-oxazinone derivative has been developed for large-scale production. The most difficult problem involved in the development was the exothermic nature of the reaction. Change of acidification order avoided the heat release in the hydrolysis of 5 to 2 .