GCLE3-位亲核取代反应研究  

3-Nucleophilic substitution reaction research of GCLE

作　　者：张静[1] 范继业[1] 翟少华[1] 

机构地区：[1]河北化工医药职业技术学院制药工程系,石家庄050026

出　　处：《中国抗生素杂志》2013年第2期121-124,共4页Chinese Journal of Antibiotics

基　　金：河北省教育厅科学技术研究计划项目(Z2012192);河北化工医药职业技术学院立项课题(yz201107)

摘　　要：目的为改进现有半合成头孢菌素类抗生素的生产工艺,研究GCLE与吡啶、N-甲基四氢吡咯和三嗪环发生亲核取代反应的动力学过程。方法用高效液相色谱仪对该反应过程进行了监测,并进一步研究了反应的溶剂效应。结果 GCLE碘取代物与吡啶、N-甲基四氢吡咯、三嗪环的反应为SN2历程。在不同溶剂中,GCLE碘取代物与与吡啶、N-甲基四氢吡咯、三嗪环反应的活性顺序为:丙酮>四氢呋喃>乙酸乙酯-DMF>二氯乙烷,二氯乙烷>丙酮>乙腈,乙腈>四氢呋喃。结论本研究结果对提高产品质量,指导第四代产品的生产具有一定的指导意义。Objective To improve the semi-synthetic technics of cephalosporin and study the nucleophilic substitution reaction kinetics of GCLE with pyridine, N-methylpyrrolidine and triazine. Methods The reaction process was monitored by HPLC, and the solvent effects were also stuided. Results The nucleophilic substitution reaction of GCLE iodid with pyridine, N-methylpyrrolidine and triazine were all SN2 course, activity order of the nucleophilicity in different solvents were as follows： acetone〉tetrahydrofuran〉dichloromethane：〉the mixture of ethyl acetate and DMF, dichloromethane〉acetone〉acetonitrile,acetonitrile〉tetrahydrofuran. Conclusion The results of this study have certain instruction significance in improving the quality of products and guiding the fourth generation products of the production.

关 键 词：GCLE 亲核取代 动力学 溶剂效应 

分 类 号：O643.12[理学—物理化学]