论文部分内容阅读
目的利用化学方法高效合成葡萄糖-β-(1→4)-半乳糖二糖片段。方法以4,6位苄叉保护的葡萄糖硫苷11为原料通过4步反应以39%的产率合成了硫苷供体15,再以TMSOTf与NIS作为促进剂,硫苷供体15与低活性的半乳糖受体18进行糖苷化反应合成葡萄糖-β-(1→4)-半乳糖二糖2。结果糖苷化反应以81%的产率得到葡萄糖-β-(1→4)-半乳糖二糖2,为新型海洋天然产物Ancorinoside A的合成提供物质基础和技术保障。
OBJECTIVE To efficiently synthesize glucose-β- (1 → 4) -galactosyl disaccharide fragments by chemical methods. Methods Glucosinolate glucoside 11 protected by 4,6-benzylidene was used as starting material to synthesize thioglycoside donor 15 with 39% yield through 4 steps. TMSOTf and NIS were used as accelerators. The active galactose receptor 18 is glycosylated to synthesize glucose-β- (1 → 4) -galactose disaccharide 2. Results The glycosylation reaction gave glucose-β- (1 → 4) -galactose disaccharide 2 in 81% yield, which provided the material basis and technical support for the synthesis of new marine natural product Ancorinoside A.