摘要
泰拉霉素是一种动物专用的大环内酯类半合成抗生素,国内已批准用于猪呼吸系统疾病的防治。而泰拉霉素酮化、环氧化合成工艺普遍存在收率低、副反应多、杂质高、纯化困难、不利于工业化生产等缺点,以去甲基阿奇霉素为原料,经三氟乙酸酐保护2’-位的羟基及6-位的氨基进行保护得到双保护去甲基阿奇霉素,Swern氧化将4″-位羟基氧化为羰基,再经硫叶立德环氧化得到泰拉霉素中间体环氧化物。双保护后不提纯,直接进行Swern氧化,工艺连续,简单可靠,收率高,所用原料廉价易得、绿色安全环保、工艺条件易于实现、副反应少,收率高,适于工业化生产。
Tulathromycin is a novel macrolide semisynthetic antibiotic for animals,which has been approved for use in the prevention and treatment of porcine respiratory disease in China.However,ketonic and epoxidized production of tulathromycin has some disadvantages such as low yield,a lot of side effects and impurities,difficult purification,and unconducive industrial production.In this paper,demethylazithromycin was used as raw material.The 2-hydroxyl group and 6-amino group protected by trifluoroacetic anhydride were used to produce the double-protected demethylazithromycin.The carbonyl group synthesized from 4-hydroxyl group using Swern-Oxidation was then epoxidized by sulfur Ylide to produce the intermediate epoxide of tulathromycin.Tulathromycin is synthesize by directly Swern-Oxidation,which does not need to be purified after double-protected pr process.This method has many advantages such as continuous,simple and reliable process,high yield,inexpensive and convenient raw materials,green,safe and environmentally friendly conditions,few side effects and suitable for industrial production.
作者
蒋宪龙
孔瑜
周立山
刘彩锋
刘海杰
Jiang Xianlong;Kong Yu;Zhou Lishan;Liu Caifeng;Liu Haijie(Xinfa Pharmaceutical Co.,Ltd.,Dongying 257500,China)
出处
《山东化工》
CAS
2024年第16期82-84,共3页
Shandong Chemical Industry
