塞拉菌素合成新工艺研究

Study on New Process for Synthesis of Selamectin

摘要:
目的改进塞拉菌素的合成工艺。
方法以多拉菌素为起始原料，经二氧化锰氧化、一锅法脱糖肟化反应得到关键中间体25-环己烷基-25-去(1-甲丙基)-5-脱氧-5-(肟基)-阿维菌素B1a单糖，用乙腈和水混合溶剂重结晶，再通过氢化反应制得塞拉菌素。
结果中间体及目标产物结构均经¹H-NMR、¹³C-NMR和HPLC-HRMS确证，总收率达53.2%，产物纯度97.1%。
结论此工艺步骤简化，操作简便，收率高，成本较低，有应用于工业化生产的潜力。

Abstract:
OBJECTIVE To improve the synthetic process of selamectin.
METHODS As the starting material, doramectin was firstly oxidated by manganese dioxide and then the key intermediate 25-cyclohexyl-25-de(1-methypropyl)-5-demethoxy-5-hydroxyimino-avermectin Bla monosaccharide was obtained via deglycosidation and oximation. Selamectin was prepared by hydrogenation after recrystallization with acetonitrile and water.
RESULTS The structures of intermediates and product were confirmed by ¹H-NMR, ¹³C-NMR and HPLC-HRMS, the total yield was 53.2% and the purity of the product was 97.1%.
CONCLUSION This synthetic process is charactered by simplified step, simple operation, high yield and lower cost, which exhibits the potential to be applied for industrial production.