果糖二丙酮的结构全归属  

An NMR Study on Diacetonefructose

作　　者：孙伟[1] 厍梦尧[1] 宗春蕾[2] 高翔[1] 郭娟[1] SUN Wei;SHE Meng-yao;ZONG Chun-lei;GAO Xiang;GUO Juan(Key Laboratory of Synthetic and Natural Functional Molecular Chemistry, Ministry of Education, College of Chemistry & Mate rial Science,Northwest University, Xi'an 710127, China;State Key Laboratory of Continental Dynamics, Department of Geology, Northwest University, Xi'an 710029, China)

机构地区：[1]西北大学化学与材料科学学院,合成与天然功能分子化学教育部重点实验室,陕西西安710127 [2]西北大学地质学系,大陆动力学国家重点实验室,陕西西安710029

出　　处：《波谱学杂志》2017年第3期329-337,共9页Chinese Journal of Magnetic Resonance

基　　金：陕西省自然科学基金资助项目(2010JM2001)

摘　　要：2,3∶4,5-双-O-(1-甲基亚乙基)-β-D-吡喃果糖又称为果糖二丙酮(diacetonefructose),是一类重要的药物合成中间体,它是抗癫痫药物托吡酯中的母体部分,在药物合成中具有重要的作用.果糖二丙酮结构中含有手性碳原子,核磁共振(NMR)谱图较为复杂,本文首先应用~1H NMR、^(13)C NMR、DEPT135、~1H-^(13)C HMBC、~1H-^(13)C HSQC、~1H-~1H COSY和NOESY实验对果糖二丙酮的~1H和^(13)C NMR信号进行了指认归属,确定了其空间构型.然后,利用计算化学的方法对其结构进行了模拟,进一步佐证了该构型的正确性.2,3∶4,5-bis-O-(1-methyl ethylidene)-β-D-fructopyranose is also called diacetonefructose,which is an importantintermediate for drug synthesis,and contains chiral carbon atoms.In this study,one-dimensional(i.e.,1H NMR,13C NMRand DEPT135)and two-dimensional(i.e.,1H-13C HMBC,1H-13C HSQC,1H-1H COSY and NOESY)NMR methods wereused to elucidate the structure of this compound.The1H and13C NMR chemical shifts of the compound were assigned.Theoretical calculation was used to confirm the correctness of the stereochemistry configuration deduced from the NMRdata.

关 键 词：液体核磁共振(NMR) 归属 果糖二丙酮 计算化学 

分 类 号：O482.53[理学—固体物理]