2-氨基-四乙酰基-β-D-葡萄糖合成方法的改进  

The Improved Synthetic Method of 2-Deoxy-2-amino-tetraacetyl-β-D-glucose

作　　者：岳智洲[1] 赵静[1] 郑化[1] 

机构地区：[1]武汉理工大学化学工程学院,武汉430070

出　　处：《武汉理工大学学报》2006年第9期24-26,共3页Journal of Wuhan University of Technology

摘　　要：为克服现有的2-氨基-四乙酰基--βD-葡萄糖的合成方法的缺点,以2-氨基-β-D-葡萄糖盐酸盐为原料,以4-甲基-2-戊酮为氨基保护试剂,经过三乙胺脱盐酸,4-甲基-2-戊酮与2位游离氨基形成希夫碱、以乙酸酐-吡啶乙酰化羟基、在异丙醇中用水脱去氨基保护基4步反应合成2-氨基-四乙酰基-β-D-葡萄糖,4步反应总收率为68.8%,第2步和第3步反应的中间体不用纯化即可用于后续的合成反应。4-甲基-2-戊酮是合成2-氨基-四乙酰基--βD-葡萄糖的有效保护试剂,反应温和,操作简单,收率高。2-Deoxy-2-amino-tetraacetyl-β-D-glucose was synthesized from 2-Deoxy-2-amino glucose hydrochloride by using 4- methyl-2-heptatone as protective reagent to overcome the shortcoming of current synthetic methods. The total four steps included the dehydrochlorination with trimethyl amine, the formation of shiffe based on the 2-amino group with 4-methyl-2-heptatone, the acetylation of hydroxyl with acetyl anhydride and the deprotection of amino group with water in isopropanol. The overall yield of the four steps was 68.8 %. The intermediates in the second step and the third steps were directly used in the following steps without further purification. 4-Methyl-2-heptatone was an effective protective reagent in the preparation of 2-Deoxy-2-amino-tetraacetyl-β-D-glucose for the mild reaction condition, convenient process and high yield.

关 键 词：2-氨基-β-D-葡萄糖 2-氨基-四乙酰基-β-D-葡萄糖 4-甲基-2-戊酮 

分 类 号：O629.11[理学—有机化学]