2-氰基-3,12-双氧代齐墩果烷-1,9(11)-双烯-28-羧酸的合成工艺改进

• 作 者: 肖余 罗群峰 李其星 裴江鸿 陈莉
• 机 构: 中国药科大学天然药物化学教研室,
• 出 处: 中国药物化学杂志
• 发表日期: 2016年02期
• 关键词: process improvement synthesis CDDO antitumor

目的改进2-氰基-3,12-双氧代齐墩果烷-1,9(11)-双烯-28-羧酸(CDDO)的合成工艺。方法以齐墩果酸为起始原料,经苄基化、氧化、催化氢化等7步连续反应合成CDDO。结果与结论 CDDO的结构经质谱、核磁共振氢谱以及红外光谱分析确证,改进后的方法与原工艺相比,工艺简单、环境友好、条件温和、成本低,总收率由文献方法的28.5%提高为39%。

Aim To improve the synthesis of 2-cyano-3,12-dioxo-oleanane-1,9 (11) -diene-28-carboxylic acid (CDDO) Methods Oleanolic acid was used as starting material to synthesize CDDO by successive reaction of benzylation, oxidation and catalytic hydrogenation. RESULTS AND CONCLUSIONS The structure of CDDO was confirmed by MS, 1H NMR and IR spectra. The improved method is simple, environmentally friendly, mild and low cost compared with the original process. The total yield of CDDO is 28.5% Increased to 39%.