微波辅助合成甘露糖基三氯乙酰亚胺酯及其传统方法优化

Microwave Assisted Synthesis of Mannosyl Trichloroacetimidate and Its Process Improvement on Traditional Synthetic Method

DOI：10.3969/j.issn.1673-1689.2014.07.009

中文关键词: 甘露糖基三氯乙酰亚胺酯 工艺优化 微波辅助

英文关键词: mannosyl trichloroacetimidate, process improvement, microwave assisted

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中文摘要:

甘露聚糖及甘露糖蛋白在很多生理过程中扮演重要的角色，它们的合成研究也是目前糖化学热点之一，甘露糖基三氯乙酰亚胺酯是它们合成中十分有效的糖给体。研究了甘露糖基三氯乙酰亚胺酯新型微波辅助合成方法，并对传统合成方法进行优化改进。以D-甘露糖为原料，通过全苯甲酰基化、端位选择性水解，再与三氯乙腈反应合成了2，3，4，6-四-O-苯甲酰基-β-D-甘露糖三氯乙酰亚胺酯，对传统合成方法进行了优化，使得总产率达到85%以上。同时首次通过微波辅助的方法合成了该种产物，结果表明，微波辅助合成方法产物产率是传统方法的1.12倍，合成时间缩短了15倍。

英文摘要:

Mannose-oligosaccharides and mannose glycoprotein play an important role in many physiological processes, their synthesis is a vital branch of carbohydrate chemistry. Mannosyl trichloroacetimidate is a very efficient glycosyl donor in their synthesis. This paper investigated the new microwave assisted synthesis of mannosyl trichloroacetimidate, and optimized the traditional synthetic method. It was synthesized from D-mannose by benzoyl protection, hydrolysis and then reaction with trichloroacetonitril. Its existing methods were optimized and total yield was more than 85%. Meanwhile it was synthesized by the microwave assisted method firstly. The experiment result indicated the total yield in new method was more than 12% compared with that in traditional method, while the reaction time was shortened about 15 times.

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