番茄红素的全合成  

Total Synthesis of Lycopene

作　　者：李恩民[1,2] 潘晓军 查娟[1,2] 陈龙 章潮军[1,2] 商甜波 罗艳娟 吴春雷 LI En-min;PAN Xiao-jun;ZHA Juan;CHEN Long;ZHANG Chao-jun;SHANG Tian-bo;LUO Yan-juan;WU Chun-lei(Zhejiang Medicine Co.,Ltd.,Shaoxing,Zhejiang 312500,China;Zhejiang Engineering Research Center of Fat-soluble Vitamin,Shaoxing,Zhejiang 312000,China;Shaoxing University,Shaoxing,Zhejiang 312000,China)

机构地区：[1]浙江医药股份有限公司,浙江绍兴312500 [2]脂溶性维生素浙江省工程研究中心,浙江绍兴312000 [3]绍兴文理学院,浙江绍兴312000

出　　处：《浙江化工》2022年第4期22-25,38,共5页Zhejiang Chemical Industry

摘　　要：开发了一条番茄红素的全合成工艺,以香叶醇为原料,经氧化得到柠檬醛,柠檬醛和C4-膦酸酯经Wittig-Horner缩合得到C14-烯醇醚,再经水解得到C14-醛,C14-醛与偕二膦酸酯缩合得到C15-膦酸酯,C15-膦酸酯经双键移位与C10-双醛缩合得到番茄红素粗品。以乙醇为溶剂回流搅拌可将粗品中反式体的含量提高至98%以上,反应总收率为23.5%。In this study,a total synthesis process of lycopene was developed.Citral was obtained from geraniol by oxidation.Citral and C4-phosphonate were condensed by Wittig-Horner to C14-enol ether,and then C14-enol ether was hydrolyzed to C14-aldehyde.C14-aldehyde was condensed with methylenebisphosphonic acid tetraethyl ester to obtain C15-phosphonate,and C15-phosphonate was condensed with C10-dialdehyde to obtain crude lycopene.Reflux stirring with ethanol can increase the content of trans-isomer in the crude product to more than 98%,and the total yield of the reaction is 23.5%.

关 键 词：番茄红素 全合成 柠檬醛 WITTIG-HORNER反应 

分 类 号：TQ28[化学工程—有机化工]