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高含量全反式番茄红素的全合成方法研究
引用本文:俞伊莎,;李珊珊,;晏弥卉,;陈浙蓉,;陈建辉. 高含量全反式番茄红素的全合成方法研究[J]. 浙江化工, 2014, 0(8): 17-20
作者姓名:俞伊莎,  李珊珊,  晏弥卉,  陈浙蓉,  陈建辉
作者单位:[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
基金项目: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。

关 键 词:番茄红素  全合成  绿色新工艺  高含量  全反式

Study on the Total Synthesis of High Content All-trans Lycopene
YU Yi-sha;LI Shan-shan;YAN Mi-hui;CHEN Zhe-rong;CHEN Jian-hui. Study on the Total Synthesis of High Content All-trans Lycopene[J]. Zhejiang Chemical Industry, 2014, 0(8): 17-20
Authors:YU Yi-sha  LI Shan-shan  YAN Mi-hui  CHEN Zhe-rong  CHEN Jian-hui
Affiliation:YU Yi-sha, LI Shan-shan, YAN Mi-hui, CHEN Zhe-rong, CHEN Jian-hui(1.College of Chemistry and Chemical Engineering, Shaoxing University, Shaoxing, Zhejiang 312000, China; 2. Zhejiang Medicine Co., Ltd., Xinchang Pharmaceutical Factory, Shaoxing, Zhejiang 312500, China)
Abstract: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.
Keywords:lycopene  total synthesis  green process  high content  all-trans
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