蔗糖酯类阳离子类脂中间体合成研究(Ⅴ)_论文.doc

蔗糖酯类阳离子类脂中间体合成研究（Ⅴ）论文 PAGE PAGE V 蔗糖酯类阳离子类脂中间体合成研究 摘 要 本文首先论述了蔗糖酯类阳离子类脂合成目的、意义、背景和国内外发展状况，然后重点研究探索了其重要中间体的合成及分析方法。蔗糖酯类阳离子类脂中间体（卤化）的合成研究（合成路线的设计、选择、产品的提纯），以蔗糖为原料在对甲苯磺酸和N,N-二甲基甲酰胺（DMF）的作用下，用原乙酸三甲酯进行酯化得到蔗糖-6-乙酸酯，然后在次氯酸钠和溴化钠的作用下，用四甲基哌啶氧化物（TEMPO）进行选择性氧化，得到1,6位氧化物，再经酯化以及酯基去保护反应，最后经卤化即可得到目标产物。本文探索了蔗糖酯类阳离子类脂合成反应的合成方法及卤化反应的物料比，反应时间，反应温度对目标产物收率的影响。通过单因素和正交实验得到较佳反应条件为：(1)物料摩尔比为碘：蔗糖二酸二月桂醇酯=8.0:1.0；（2）反应温度80 ℃；（3）反应时间为1.5 h。产品收率可达53.7%，产品为白色晶体。 关键词：蔗糖酯类阳离子类脂 蔗糖-6-乙酸酯 卤化 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; Sucrose-6-acylates; Halogenation; 目 录 TOC \o 1-3 \h \z \u 摘 要 h I Abstract h II 目 录 h III 1. 绪 论 h 1 1.1 课题的目的和意义 h 1 1.2 国内外文献综述 h 2 1.3本文的主要研究内容 h 2 1.4 实验研究内容 h 3 2 合成路线设计 h 4 2.1初步设计