摘要糖酯是一类具有两亲结构，并且十分重要的非离子型表面活性剂，主要是由糖类在合适的反应体系中与氨基酸、脂肪酸及其衍生物等进行酯化反应而合成的，在医药、食品、日用化学品、化学化工等行业具有广泛的应用前景。28877
本文以甲基-α-D-葡萄糖，甘氨酸，月桂酰氯为主要原料，首先制备了对2,3,4,6位羟基进行保护的甲基-α-D-葡萄糖衍生物。然后将甘氨酸和月桂酰氯在丙酮和氢氧化钠水溶液中合成N-月桂酰基甘氨酸，在醋酸和醋酸酐催化下合成2,3,4-O-苄基-D-葡萄糖，最后通过Schotten-Baumann缩合反应、Steglich酯化反应、氢解脱苄反应合成了新型结构的甘氨酸酸葡萄糖酯类，并采用1H NMR，ESI-MS分析手段对中间产物和目标分子的结构进行了确认。目标化合物的合成选择质量分数为5% Pd/C脱苄基还原反应，溶剂为乙酸乙酯-乙醇(体积比为2:1)，温度为35℃，收率：89.5%。关键词 糖酯 葡萄糖 甘氨酸 Pd/C
毕业论文设计说明书外文摘要
Title Synthesis of N-laurel acyl-glycine-glucose ester
Abstract
Sugar esters with amphiphilic structure, a kind of important non-ionic surface active agent, are mainly composed by sugars esterification with amino acid, fatty acid and its derivatives, etc,and they have wide application prospect in medicine, food, daily chemical industry and chemical engineering.
In this dissertation, novel glycine glucose ester was synthesized using glycine, glucose and fatty acyl chloride as raw materials in four steps including hydroxyl protection and Schotten-Baumann condensation reaction, Steglich esterification reaction, hydrogenolysis debenzylation. The products of each step were characterized by 1HNMR and ESl-MS．The reaction conditions of protect hydroxy reaction and acylation reaction were improved and optimized, the esterification reaction, hydrogenolysis debenzylation reaction process conditions also explored and optimized. The mass fraction 5% Pd/C in the solvent ethyl acetate/ethnol(2/1) was used as the catalytic to take off the benzyl reduction reaction at the temperature 35℃ by the field 89.5%.
Keywords sugar esters glucose glycine Pd/C
目次
1 绪论 1
1.1 N-酰基氨基酸、糖类化合物的概述 1
1.1.1 N-酰基氨基酸类化合物 1
1.1.2 糖类化合物 1
1.2 糖酯类表面活性剂 2
1.2.1 概述 2
1.2.2 应用 2
1.3 糖酯的合成方法 4
1.3.1 化学合成法 4
1.3.2 酶合成法 6
1.3.3 生物发酵合成 8
1.4 本文研究的意义及主要内容 8
1.4.1 研究的意义 8
1.4.2 研究的主要内容 9
2 实验准备 10
2.1 实验材料 10
2.1.1 实验试剂 10
2.1.2 实验仪器 11
2.2 合成路线 11
2.2.1 糖苷的制备 11
2.2.2 N-酰基氨基酸的制备 12
2.2.3 N-酰基氨基酸葡萄糖酯衍生物的制备 12
3 实验步骤 13
3.1 糖苷化 13
3.1.1 2,3,4,6-四-O-苄基-α-D-甲基葡萄糖苷（2）的合成 13
3.1.2 2,3,4-三-O-苄基-6-O-乙酰基-α-D-甲基葡萄糖苷（3）的合成 13 N-月桂酰基甘氨酸葡萄糖酯的合成:http://www.youerw.com/huaxue/lunwen_23889.html