高含量全反式番茄红素的全合成方法研究  

Study on the Total Synthesis of High Content All-trans Lycopene

作　　者：俞伊莎 李珊珊[1] 晏弥卉 陈浙蓉[2] 陈建辉[1] 

机构地区：[1]绍兴文理学院化学化工学院,浙江绍兴312000 [2]浙江医药股份有限公司新昌制药厂,浙江绍兴312500

出　　处：《浙江化工》2014年第8期17-20,28,共5页Zhejiang Chemical Industry

基　　金：浙江省大学生科技创新活动计划(新苗人才计划)项目(2013R426002)

摘　　要：设计了番茄红素的全合成绿色新工艺,采用弱碱性交换树脂催化醛酮缩合,用格氏试剂诱导制备六碳醇,与亚磷酸三乙酯发生Wittig-Horner反应制备六碳膦酸酯,再以甲基庚烯酮为起始原料,经Darzen反应与六碳膦酸酯缩合,经过格氏,催化氢化,脱水,手性拆分制备全反式十五碳磷酸酯,与十碳双醛对接,得高含量全反式番茄红素。A total synthesis of lycopene green production process was developed. The synthetic steps were as follows： the condensation between formaldehyde and acetone was catalyzed by weak-base exchange resin, and then the hexacarbinal was prepared by introducing Grignard reagents. The 3-methyl-2-penten-4-yn-1-phosphonate was prepared via the Wittig-Horner reaction between phosphorous acid triethyl ester and hexacarbinal. The all-trans 3,7,11-trymethyldodeca-2,4,6,10- tetraenylphosphonate was produced from methyl heptenone and 3-methyl-2-penten-4-yn-1-phosphonate via the Darzen reaction, Grignard reaction, catalytic hydrogenation, dehydration and enantioseparation. Finally, the target product high levels and all-trans lycopene was obtained by the reaction between all-trans 3,7,11-trymethyldodeca-2,4,6,10-te-traenylphosphonate and 2,7-dimethyl-2,4,6-octatriene-1,8-dial.

关 键 词：番茄红素 全合成 绿色新工艺 高含量 全反式 

分 类 号：O621.3[理学—有机化学]