| 呋喃阿洛糖衍生物水解产物的结构确定 |
| |
| 引用本文： | 张恩,崔得运,孙伟,李鹏云,徐锦梅,刘宏民. 呋喃阿洛糖衍生物水解产物的结构确定[J]. 波谱学杂志, 2017, 34(2): 183-190. DOI: 10.11938/cjmr20170207 |
| |
| 作者姓名： | 张恩 崔得运 孙伟 李鹏云 徐锦梅 刘宏民 |
| |
| 作者单位： | 郑州大学 药学院, 河南 郑州 450001 |
| |
| 基金项目： | 国家自然科学基金资助项目 |
| |
| 摘 要： | 1,2;5,6-双-O-异丙叉基-3-C-硝甲基-α-D-呋喃阿洛糖（化合物1）在酸性条件下选择性脱除5,6-异丙叉基得到C-3位构型保持的水解产物1,2-O-异丙叉基-3-C-硝甲基-α-D-呋喃阿洛糖（化合物2）；化合物1先经过Moffatt脱水生成C-3硝基烯产物1,2;5,6-双-O-异丙叉基-3-脱氧-亚甲基硝基-α-D-呋喃木糖（化合物3），然后在酸性条件下选择性脱除5,6-异丙叉基过程中协同发生氧杂-Michael加成反应得到C-3位构型反转的水解产物1,2-O-异丙叉基-3-C-硝甲基-α-D-呋喃葡萄糖（化合物2′），两种产物化合物2和2′互为C-3差向异构体.通过1H NMR、13C NMR、DEPT-135、1H-1H COSY、gHSQC和gHMBC等核磁共振（NMR）技术，对化合物2′的1H和13C NMR数据进行了全归属．
|
| 关 键 词： | 归属 水解产物 核磁共振(NMR) 2D NMR |
| 收稿时间： | 2016-03-03 |
Structural Elucidation of a Hydrolysis Product from Derivatives of Allofuranose |
| |
| ZHANG En,CUI De-yun,SUNWei,LI Peng-yun,XUJin-mei,LIU Hong-min. Structural Elucidation of a Hydrolysis Product from Derivatives of Allofuranose[J]. Chinese Journal of Magnetic Resonance, 2017, 34(2): 183-190. DOI: 10.11938/cjmr20170207 |
| |
| Authors: | ZHANG En CUI De-yun SUNWei LI Peng-yun XUJin-mei LIU Hong-min |
| |
| Affiliation: | School of Pharmaceutical Science, Zhengzhou University, Zhengzhou 450001, China |
| |
| Abstract: | 1,2-O-(1-methylethylidene)-3-C-methylnitro-α-D-allofuranose(2)was obtained through selective deprotection of1,2;5,6-Di-O-isproplidene-3-C-methylnitro-α-D-allofuranose(1)underanacidic condition. C-3 nitrostyrenes(3)was synthetizedthrough Moffatt dehydration from compound1underanacidic condition.A hydrolysis product 1,2-O-(1-methylethylidene)-3-C-methylnitro-α-D-glocufuranose(2')which hada reversedC-3 configuration wasobtained by an unexpected oxa Michael addition.Compounds2and2'were C-3 diasteroisomers.Compound2'was characterized withNMR spectroscopy techniques, including1HNMR,13CNMR,DEPT-135,1H-1H COSY, gHSQC and gHMBC.1H and 13Cchemical shiftsof compound2'were also fullyassigned. The molecular structure of compound2'was determined. |
| |
| Keywords: | nuclear magnetic resonance (NMR) assignment 2D NMR hydrolysis product |
| 本文献已被 CNKI 万方数据 等数据库收录！ |
| 点击此处可从《波谱学杂志》浏览原始摘要信息 |
|
点击此处可从《波谱学杂志》下载全文 |
|
