【摘要】 3-酮基-红霉素化合物是合成酮内酯化合物的关键中间体,由相应的3-羟基红霉素化合物氧化得到.本文对3-羟基-6-O-甲基红霉素(Ⅱ)生成3-酮基化合物(Ⅴ)的氧化反应进行了研究.Ⅱ经乙酰化、碳酸酯化保护后,采用五氧化二磷(P2O5)和乙酸酐(Ac2O)作为活化剂的二甲基亚砜法对其氧化.结果表明,两者在室温下,即能将保护后的Ⅱ转化为目标化合物Ⅴ.Ⅴ的得率分别为85.8%和78.3%.这两种氧化方法成本低、安全性好、环境友好并容易操作,具有规模化生产的前景.更多还原

【Abstract】 3-keto-erythromycin is a key intermediate in the synthesis of ketolide,and it is obtained from its 3-hydroxyl analog.The oxidation of 3-hydroxyl-6-O-methylerythromycin(Ⅱ) to provide 3-keto-erythromycin(Ⅴ) was studied.After being protected by acetyl group and carbonate group,Ⅱ was oxidized by activated dimethyl sulfoxide with phosphorous pentoxide and acetic anhydride as activation reagents respectively.It was demonstrated that both reagents could oxidize Ⅱ to provide target product Ⅴ at room temperature,with a the yield of 85.8% and 78.3%,respectively.Therefore,the method,being cost-effective,environmentally firendly,safe,and easy to operate,has good prospects for large scale preparation.更多还原