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2,3,4,6-四-O-特戊酰基-β-D-葡萄糖基异硫氰酸酯的合成

Synthesis of 2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl Isothiocyanate

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【作者】 周国斌刘显亮杨翠英陈慧宗巩芳

【Author】 ZHOU Guo-bin~1,LIU Xian-liang~2,YANG Cui-ying~1,CHEN Hui-zong~3,GONG Fang~1(1.College of chemical and Environmental Eng.,SUST,Qingdao,Shandong 266510,China;2.Periodical Office of Journal;Jiangxi Normal University,Nanchang,Jiangxi 330027,China;3.Institute of Chemistry and Chemical Engineering Jiangxi Normal University Nanchang,Jiangxi 330027,China)

【机构】 山东科技大学化学与环境工程学院江西师范大学学报杂志社江西师范大学化学化工学院山东科技大学化学与环境工程学院 山东青岛266510江西南昌330027山东青岛266510

【摘要】 研究一种以D-葡萄糖为起始原料,经酰基化、溴代等反应合成葡萄糖基异硫氰酸酯类化合物的新方法,并首次合成了一种新的2,3,4,6-四-O-特戊酰基-β-D-葡萄糖基异硫氰酸酯,产物经质谱、核磁共振谱及红外光谱对其进行了结构表征。糖基异硫氰酸酯是一种重要的医药和有机合成中间体,该类化合物将在合成糖基硫脲类化合物、核苷类似物、杂环化合物、糖多肽等具有潜在药理活性的化合物中具有广阔的应用前景。

【Abstract】 A novel method for the synthesis of D-glucopyranosyl isothiocyanate by using D-glucose as the starting material through multi-step reaction has been developed and the 2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl isothiocyanate is synthesized and characterized by MS,NMR,IR first time. The 2,3,4,6-tetra-O-pivaloyl-β-D-glucopyranosyl isothiocyanate is an important pharmaceu-tical and organic intermediate which could serve as versatile intermediates for the synthesis of glycosyl derivatives such as thioureas,nucleosides,heterocyclic compounds,polypeptide,etc..

【基金】 国家自然科学基金项目(20662005)
  • 【文献出处】 山东科技大学学报(自然科学版) ,Journal of Shandong University of Science and Technology(Natural Science) , 编辑部邮箱 ,2006年04期
  • 【分类号】TQ460.1
  • 【被引频次】2
  • 【下载频次】259
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