通过泰乐内酯羟基的选择性氧化改进泰地罗新合成工艺

Improve the Synthesis of Tildipirosin by Selective Oxidation on Hydroxyl Tylosin''s Lactone

关键词:  TEMPO  伯羟基  Wallach反应  泰地罗新

Key words:  TEMPO  primary hydroxyl  Wallach reaction  Tildipirosin

摘要:

泰地罗新是一种新型泰乐菌素类抗生素，其特征是将泰乐菌素内酯C20,23的取代基用哌啶取代。本研究为解决C23羟基氨化反应难度较高的问题，通过TEMBO选择性氧化,将泰乐内酯23位羟基氧化为羰基。再与哌啶进行Wallach反应，以合成泰地罗新。该路线规避了C23羟基碘化过程成本高、反应得率低的问题，反应平均总摩尔收率90.11%，终产物含量971 mg/g。

Abstract:

Tildipirosin is one new tylosin antibiotic, which is characterized in that the substituent of tylosin lactone c20,23 is replaced by piperidine. In order to solve the difficult problem of C23 hydroxyl ammoniation, tyrolactone 23 hydroxyl group was oxidized to carbonyl group by Tembo selective oxidation. Then, it reacted with piperidine to synthesize tildipirosin. This route avoids the problems of high cost and low yield in C23 hydroxyl iodization process. The average total molar yield is 90.11%, and the content of final product is 971 mg/g.