恩诺沙星-d_5的合成  

Synthesis of Enrofloxacin-d_5

作　　者：梁大伟[1] 王悦秋[1] 谭琳 LIANG Da-wei;WANG Yue-qiu;TAN Lin(Department of Pharmacy &Inspection,Ya'an Polytechnic College ,Ya'an 625000,China)

机构地区：[1]雅安职业技术学院药学与检验系,四川雅安625000

出　　处：《化学试剂》2019年第2期190-193,共4页Chemical Reagents

基　　金：雅安市应用技术研究与开发项目(2017YYJSKF15);雅安职业技术学院科研项目(YZY2018ZKA02)

摘　　要：以乙醇-d6为原料,与碘反应得到碘乙烷-d_5,进一步与1-Boc-哌嗪经过两步反应得到中间体1-乙基哌嗪-d_5,然后与1-环丙基-7-氯-6-氟-1,4-二氢-4-氧代喹啉-3-羧酸乙酯发生Buchwald-Hartwig偶联反应得到1-环丙基-6-氟-1,4-二氢-4-氧-7-(4-乙基-1-哌嗪基)-3-喹啉羧酸乙酯-d_5,最后经碱水解后得到标题化合物,5步总收率为52%,其结构经1HNMR、13CNMR、IR与ESI-MS表征,化学纯度为99. 5%,同位素丰度为99. 3%,可作为食品安全领域检测用稳定同位素内标试剂。The synthesis of enrofloxacin-d5 has been achieved in five steps as follows: iodination of CD3CD2OD with I2 to yield CD3CD2I,which was used to ethylation of 1-Boc-piperazine in 2 steps provided 1-ethylpiperazine-d5.The key ethyl 1-cyclopropyl-7-( 4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate-d5 was constructed from 1-ethylpiperazine-d5 and ethyl 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate via a Buchwald-Hartwig coupling reaction. The final step was a hydrolyzation by alkaline.The total yield was 52%,and the structure was confirmed by1 HNMR,13 CNMR,IR and ESI-MS.The purity was 99. 5% and isotopic enrichment of D was 99. 3%.It could be used as an internal standard in the field of food safety detection.

关 键 词：氘代标记 恩诺沙星 合成 

分 类 号：R914.5[医药卫生—药物化学]