| 吕绪栋,王鹏,吴智勇,等.葡萄糖-β-(1→4)-半乳糖二糖片段的合成[J].中国海洋药物,2015,34(5):19-25. |
| 葡萄糖-β-(1→4)-半乳糖二糖片段的合成 |
| Synthesis of β-Glc-(1→4)-β-Gal disaccharide block |
| 投稿时间：2015-03-10 修订日期：2015-04-09 |
| DOI： |
| 中文关键词: 葡萄糖-β-(1→4)-半乳糖 糖苷化 寡糖合成 |
| English Keywords:β-Glc1-(1→4)-β-Gal disaccharide glycosylation oligosaccharide synthesis |
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| 中文摘要: |
| 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。 |
| English Summary: |
| Method Thiolglycoside donor 15 was synthesized from Phenyl 3-O-para-methoxybenzyl-4,6-O-benzylidene -1-thio-β-D-glucopyranosy 11 in four steps and 39% overall yield. Using the combination of a catalytic amount of TMSOTf and stoichoimetric NIS as activator, glycosylation of 15 with galactosyl acceptor 18 gave β-Glc1-(1→4)-β-Gal disaccharide block 2. Results β-Glc1-(1→4)-β-Gal disaccharide block 2 was obtained in 81% yields, which is a value building blocks for the synthesis of Ancorinoside A 1, a novel marine natural product. |
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