红霉素衍生物中间体红霉素A肟的合成新工艺  

A New Process for the Synthesis of Erythromycin Derivative Intermediate Erythromycin A oxime

作　　者：姜华[1] 许青青[1] 

机构地区：[1]浙江工业大学浙西分校化学与制药工程系,浙江衢州324000

出　　处：《化工生产与技术》2008年第3期13-15,共3页Chemical Production and Technology

摘　　要：以硫氰酸红霉素为原料、盐酸羟胺为肟化剂、三乙胺为碱、甲醇为溶剂"一锅法"合成了新型红霉素衍生物通用中间体红霉素A肟,考察了各条件对反应收率的影响。结果表明,反应最佳条件为:原料配比n(硫氰酸红霉素):n(盐酸羟胺)=1:8.5,pH=6.5～6.9,温度50～55℃,时间24h,此时收率85.2%;重结晶时,滴水温度40～50℃。产品HPLC分析的质量分数97.8%,并经熔点测定、元素分析、IR和1HNMR进行确认。与其他肟化工艺相比,产品的生产成本可明显降低。Erythromycin A oxime, which is an all-purpose intermediate of new-style ramification of erythromycin, was one-pot synthesized using erythromycin thiocyanate and hydroxylamine hydrochloride as the starting material, triethylamine as antalkali, and methanol as solvent. The influence of various condition on the yield of reaction was investigated. Experimental results indicate that the yield can reach 85.2% under the optimum reaction conditions: ratio of materials n(erythromycin thiocyanate):n(hydroxylamine hydrochloride)=1:8.5, system pH=6.5～6.9,reaction temperature 50～55 ℃,reaction time 24 h. Recrystallization is conducted with water dropping temperature at 40～50 ℃, and the purity was 97.8% by HPLC analysis. The product was confirmed by tests of melting point, elementary analysis. IR and 1HNMR. The manufacturing cost of product was obviously reduced comparing with the other synthesis processes.

关 键 词：红霉素A肟 硫氰酸红霉素 盐酸羟胺 合成 

分 类 号：TQ465[化学工程—制药化工]