α-D-甲基吡喃葡萄糖苷四酯的合成  

Synthesis of Tetraesters of Methyl α-D-Glucopyranoside

作　　者：谢辉[1] 薄飞[2] 徐志强[1] 李有桂[2] 

机构地区：[1]安徽中烟工业有限责任公司技术中心,合肥市高新区天达路9号230088 [2]合肥工业大学化学工程学院,合肥市屯溪路193号230009

出　　处：《烟草科技》2012年第5期27-30,共4页Tobacco Science & Technology

基　　金：国家烟草专卖局资助项目"卷烟烟气味觉特征及调控研究"(110200901002)

摘　　要：以α-D-甲基吡喃葡萄糖苷为原料,合成了2,3,4,6-四-O-异丁酰基-α-D-甲基吡喃葡萄糖苷(Ⅰ)、2,3,4,6-四-O-异戊酰基-α-D-甲基吡喃葡萄糖苷(Ⅱ)、2,3,4,6-四-O-3′-甲基戊酰基-α-D-甲基吡喃葡萄糖苷(Ⅲ),并根据1H NMR和HRMS进行了糖酯结构确证。结果表明:①合成产物为目标产物;②葡萄糖苷与酰氯的物质的量比为1∶4.4或1∶4.6,反应温度60℃,反应时间2 h,目标糖酯的合成产率最高。Methyl 2, 3, 4, 6-tetra-O-isobutyryl-a-D-glucopyranoside, methyl 2, 3, 4, 6-tetra-O-isovaleryl-a-D- glucopyranoside, and methyl 2, 3, 4, 6-tetra-O-（3-methylvaleryl）-a-D-glucopyranoside were synthesized from methyl a-D-glucopyranoside. The molecular structures of the tetraesters were verified by^1H NMR and HRMS. The results indicated： 1） The synthetic compounds were target products. 2） The highest yield of the target glucose tetraesters was obtained when molar ratio of methyl a-D-glucopyranoside to acyl chloride was 1：4 or 1：4.6 and reacted at 60 ℃ for 2 hours,

关 键 词：糖酯 异丁酸 异戊酸 3-甲基戊酸 卷烟 

分 类 号：TQ656.5[化学工程—精细化工]