呋罗培南中间体4-[(R)-四氢呋喃-2-甲酰硫基]-氮杂环丁-2-酮的合成Synthesis of the key intermediate of faropenem:(3S,4R)-3-[( R )-1-tert butyldimethylsilyloxyethyl]-4-[(R) tetrahydrofuranoylthio]-2-azetidinone
韩红娜,金洁,刘浚
HAN Hong na; JIN jie; LIU Jun (Institute of Medicinal Biotechnogy;
摘要(Abstract)：
以 (3R ,4R) 3 [(R) 1 叔丁基二甲基硅氧乙基 ] 4 乙酰氧基氮杂环丁 2 酮为原料 ,经取代、金属有机反应、酰化制备了呋罗培南关键中间体 (1) ,总收率为 82 2 %。该法各步反应便于操作 ,以 (R) 四氢呋喃 2 甲酰氯代替了味道极臭的硫代羧酸 ,便于大量制备该重要中间体 ,为呋罗培南的全合成奠定了基础
The key intermediate of faropenem, ( 3S,4R) 3 [(R ) 1 tert butyldimethylsilyloxyethyl] 4 [( R ) tetrahydrofuranoylthio] 2 azetidinone(1) was synthesized from the commercially availible azetidinone (2) via displacement,organometalization and acylation.This method is a facile preparation by using acyl chloride to replace the thiocarboxylic acid and more suitable for mass manufacture.
关键词(KeyWords)：
呋罗培南;抗生素;青霉烯;合成
faropenem; antibiotics; penem; synthesis
基金项目(Foundation):
作者(Authors):
韩红娜,金洁,刘浚
HAN Hong na; JIN jie; LIU Jun (Institute of Medicinal Biotechnogy;
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