石油化工2023，Vol.52Issue(12)：1669-1675,7.DOI:10.3969/j.issn.1000-8144.2023.12.005
氨基叔丁酯基八甘醇的制备及改善姜黄素溶解性
Preparation of amino tert-butyl octaglycol and improvement of curcumin solubility
石立旺 1张楠 1杜超 1王颖 1郭敏 1祝纶宇1
作者信息
- 1. 中石化(北京)化工研究院有限公司,北京 100013
- 折叠
摘要
Abstract
Amino tert-butyl-octaglycol was prepared by heterodox functional group transformation,Williamson etherification and end-group derivation by using cheap dihydroxytetracycol as the starting material.It was then coupled with curcumin molecules to prepare carboxyl octaglycol-curcumin(C-OEG8-Cur)through an enamine bond to remove tert-butyl.The synthesized sample was characterized by 1H NMR,HRMS and HPLC,and the solubility of C-OEG8-Cur was investigated.The experimental results show that the optimum synthesis conditions for triphenyl-octaglycol azide to amino tert-butyl-octaglycol are as follows:tetrahydrofuran as solvent,NaH as base,n(p-toluenesulfonyl tetraglycol azide):n(ingle-ended triphenyl-tetraglycol):n(NaH)=1.2:1:4,25 ℃.Under these conditions,the yield is 95％.The optimum method for the synthesis of tert-butyloctaglycol-curcumin is to dissolve amino tert-butyl-octaglycol and curcumin in ethanol,then add solvent after ethanol is refluxed.The reaction yield is 65％.The designed synthesis route of C-OEG8-Cur has low cost,mild reaction and high separation and purification yield.The solubility of C-OEG8-Cur is significantly higher than that of curcumin.The derivatization of oligoethylene glycol in curcuminis is great significance for improving the application value of curcumin.关键词
寡聚乙二醇/四甘醇/异端官能化修饰/姜黄素Key words
oligoethylene glycol/tetraglycol/heterodox modification/curcumin分类
化学化工引用本文复制引用
石立旺,张楠,杜超,王颖,郭敏,祝纶宇..氨基叔丁酯基八甘醇的制备及改善姜黄素溶解性[J].石油化工,2023,52(12):1669-1675,7.
