蔗糖酯类阳离子类脂中间体合成研究1ⅴ 论文大学论文.doc

摘 要 关键词： Abstract This paper discusses the synthesis of sucrose esters of cationic lipid purpose, significance, background and development of the situation at home and abroad, with empHasis on the important intermediates of its synthesis and analytical methods sucrose as raw material in the p-toluenesulfonic acid and the role of DMF, the use of methyl ester Trimethyl to be sucrose esterification-6-acetate,and then in sodium hypochlorite and sodium bromide under with tetramethyl-piperidine oxide (TEMPO) to selective oxidation by 1,4-bit oxides,this compound is needed to go by esterify and ester group deprotection reaction, and then the target compound is obtained through the halogenation. In this article the last stride halogenation is described in the synthetic reaction of sucrose esters of cationic lipid purpose, in which material ratio, reaction time and reaction temperature are explored in order to discuss the effect to the yield of the target compound. By single factor and orthogonal experiment, the optimal reaction conditions are as follows: (1) the mole ratio of material for iodine: sucrose diacid two lauryl alcohol ester = 8.0:1.0; (2) reaction temperature :80 ℃; (3) reaction time : 1.5 h. The yield is 53.7% and the product is white crystal. . Key words ：Sucrose ester cationic lipids; ucrose-6-acylates; Halogenation; 目 录 摘 要 I Abstract II 目 录 III 1. 绪 论 1 1.1 课题的目的和意义 1 1.2 国内外文献综述 2 1.3本文的主要研究内容 2 1.4 实验研究内容 3 2 合成路线设计 4 2.1初步设计卤化反应的合成路线 4 2.1.1 初步设计以DMF为溶剂的C-6位羟基选择性卤化反应 4 2.1.2初步设计吹HCL法的C-6位羟基选择性卤化反应 4 2 .2 初步设计合成实验原理及步骤 5 2.2.1 初步设计合成实验原理 5 2.3 初步设计试验步骤 6 2.3.1 C-6羟基保护（蔗糖-6-乙酸酯的合成） 6 2.3.2 蔗糖-6-乙酸酯的选择性氧化 6 2.3.3 羧酸酯化 7 2.3.4 酯基去保护 7 2.3.5卤化 7 3 实验部分 8 3.1 实验试剂与仪器 8 3.1.1 实验试剂 8 3.1.2 实验仪器 9 3.2 原料的制备 10 3.2.1 C-6羟基保护（蔗糖-6-乙酸酯的合成）的探索 10 3.2.2 1＇，6＇位羟基氧化的探索 10 3.2.3. 羧酸酯化酯基去保护的探索 13 3.2.4 酯基去保护 14 3.3卤化反应的探索 15 3.4实验探索结果 17 3.4.1总体合成路线 17 3.4.2 试验步骤 18 3.4.3合成工艺流程 18 3.4.4 实验装置图 21 4 实验结果与讨论 22 4.1 产品结构分