艾他培南关键中间体的合成

Synthesis of (2S,4S)-4-acetylthio -1-(4-nitrobenzyloxycarbonyl) -2-(3-allyloxycarbonylphenylcarbamoyl) pyrr olidine

目的改进艾他培南关键中间体(2S,4S)-4-乙酰硫-1-对硝基苄氧羰基-2-(3-烯丙氧羰基苯氨甲酰基)吡咯烷的合成工艺。方法以反-4-羟基-L-脯氨酸为原料经氨基、羧基保护;羟基甲磺酰化和乙酰硫化;脱去羧基保护基;与3-氨基苯甲酸烯丙酯缩合得目标物。结果与结论反-4-羟基-L-脯氨酸经6步反应制得目标物,总收率为49·4%,各步反应不需繁琐的柱色谱分离,操作简便,适合工业生产。

Aim To synthesize a key intermediate of ertapenem. Methods （2S, 4S ）-4-acetylthio-1-（ 4-nitrobenzyloxycarbonyl）-2- （3-allyloxycarbonylphenylcarbamoyl） pyrrolidine was efficiently synthesized from readily available trans-4-hydroxy-L-proline via six steps reactions. Results and conclusion The overall yield is 49.4 %. The process is convenient and simple for pharmaceutical manufacture.