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.
出处
《中国抗生素杂志》
CAS
CSCD
北大核心
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)
关键词
GCLE
亲核取代
动力学
溶剂效应
GCLE
Nucleophilic substitution reaction
Kinetics
Solvent effects
