氟氧头孢中间体表-噁唑啉并氮杂环丁酮及其对映异构体的合成条件研究  

Study on Synthetic Conditions of Flomoxef Intermediate Epi-oxazolinoazetidinone and Its Enantiomer

作　　者：邵波[1] 翁明君[1] 余永游[1] 李勤耕[1] 

机构地区：[1]重庆医科大学药学院,重庆400016

出　　处：《中国药房》2012年第25期2324-2326,共3页China Pharmacy

摘　　要：目的:确定合成氟氧头孢关键中间体表-噁唑啉并氮杂环丁酮(A)及其对映异构体噁唑啉并氮杂环丁酮(G)的反应条件。方法:A和G按文献方法分别以6α-苯甲酰基青霉素烷酸二苯甲酯亚砜和6β-苯甲酰基青霉素烷酸二苯甲酯亚砜为原料,三苯基膦为脱硫试剂合成;以收率为指标,确定较佳的反应温度、时间等反应条件。结果:制备得到了化合物A(收率78%,纯度98.1%)和G(收率80%)并经结构表征证实。A的反应条件为:不加酸性催化剂,在80～90℃下反应10h;G的反应条件为:加入酸性催化剂。2种化合物的合成中均应除去生成的水分以使收率提高。结论:以确定的反应条件可得到目标化合物,且适合工业化生产。OBJECTIVE： To confirm the reaction condition of flomoxef intermediate epi-oxazolinoazetidinone （A） and its enan- tiomer oxazolinoazetidinone （G）. METHODS： A was synthesized using 6a-penicillin sulfoxides as raw material and G was synthe- sized using 6fl-penicillin sulfoxides as raw material, with triphenylphosphine as desulphurization reagent. The optimal reaction condi- tions such as reaction temperature, reaction time were well studied with yield as index. RESULTS： Compound A （yield of 78%, purity of 98.1% ） and G （yield of 80 % ） were obtained and confirmed. The reaction condition of A was reaction temperature of 80-90 ℃ and reaction time of 10 h without catalytic acid. The reaction condition of G was refluxed in the presence of equimolar amount of picolinic acid. The synthesis of 2 compounds should exclude the moisture content to increase the yield. CONCLUSION： Target compound could be obtained, and the reaction condition is suitable for industrial oroduction.

关 键 词：表-噁唑啉并氮杂环丁酮 噁唑啉并氮杂环丁酮 氟氧头孢 合成 反应条件 

分 类 号：R914.5[医药卫生—药物化学] R978.11[医药卫生—药学]