Efficient Synthesis of Glycosylated Matijin-Su Derivatives via Ultrasonic Irradiation  

作　　者：Guangping Liang Zhanxing Hu Jie Yuan Guangyi Liang Bixue XU 

机构地区：[1]College of Pharmacy, Jinan University, Guangzhou, Guangdong 510632, China [2]Key Laboratory of Chemistry for Natural Products of Guizhou Province and Chinese Academy of Sciences, Guiyang, Guizhou 550002, China

出　　处：《Chinese Journal of Chemistry》2016年第12期1353-1359,共7页中国化学（英文版）

摘　　要：Matijin-Su （1） is a phenylalanine dipeptide compound with anti-hepatitis B virus （HBV） activity. Previous re- ports suggest that the synthesis of glycosylated Matijin-Su derivatives needs at least 10 steps. To simplify the syn- thetic procedure, we have developed a shorter and more efficient method for the preparation via ultrasound irradiation. Two galactopyranosylated （2） and two glucopyranosylated （3） derivatives were synthesized in 6 or 7 steps. The overall yields for the total synthesis of galactopyranosylated derivatives were markedly increased to 39% （2a） or 22% （2b）. And the yields for glucopyranosylated derivatives also reached 29% （3a） or 16% （3b）.Matijin-Su （1） is a phenylalanine dipeptide compound with anti-hepatitis B virus （HBV） activity. Previous re- ports suggest that the synthesis of glycosylated Matijin-Su derivatives needs at least 10 steps. To simplify the syn- thetic procedure, we have developed a shorter and more efficient method for the preparation via ultrasound irradiation. Two galactopyranosylated （2） and two glucopyranosylated （3） derivatives were synthesized in 6 or 7 steps. The overall yields for the total synthesis of galactopyranosylated derivatives were markedly increased to 39% （2a） or 22% （2b）. And the yields for glucopyranosylated derivatives also reached 29% （3a） or 16% （3b）.

关 键 词：Matijin-Su DIPEPTIDE GLYCOSYLATION ultrasonic irradiation 

分 类 号：TQ463[化学工程—制药化工] O648.17[理学—物理化学]