Regioselective synthesis of 4azido-Neu2en5,7Ac(2)1Me and its intramolecular transformation to 4azido-Neu2en5,9Ac(2)1Me
文献类型：期刊论文
| 作者 | Zhao, Qingjie3 ; Lou, Yuanyuan1; Xiong, Ruisheng3; Li, Haihong2; Shen, Jingshan2,3
|
| 刊名 | CARBOHYDRATE RESEARCH
 |
| 出版日期 | 2008-09-22 |
| 卷号 | 343期号:14页码:2459-2462 |
| 关键词 | Neu5Ac analogues acetyl migration azides X-ray crystal structure carbohydrates |
| ISSN号 | 0008-6215 |
| DOI | 10.1016/j.carres.2008.06.016 |
| 文献子类 | Article |
| 英文摘要 | Methyl 5-N-acetyl-7-O-acetyl-4-azido-2,3-didehydro-2,4-dideoxy-neuraminic acid (4azido-Neu2en5,7 Ac(2)1Me) was synthesized regioselectively starting from 4azido-Neu2en5Ac1Me in high yield. The transformation of 4azido-Neu2en5,7Ac(2)1Meto the corresponding thermodynamically stable 4azido-Neu2en5,9Ac(2)1Me via intramolecular acetyl migration was confirmed by single-crystal X-ray diffraction analysis. The proposed rearrangement mechanism is discussed. (C) 2008 Published by Elsevier Ltd. |
| WOS关键词 | SIALIDASE INHIBITORY-ACTIVITY ; ANTIINFLUENZA VIRUS ACTIVITY ; ZANAMIVIR ; DERIVATIVES ; ACID ; ANALOGS ; 4-AMINO-4H-PYRAN-6-CARBOXAMIDES ; 4-GUANIDINO ; NEU5AC2EN ; SERIES |
| 资助项目 | Ministry of Science & Technology of China[2006BAI01B02] |
| WOS研究方向 | Biochemistry & Molecular Biology ; Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000259797200017 |
| 出版者 | ELSEVIER SCI LTD |
| 源URL | [http://119.78.100.183/handle/2S10ELR8/272805]  |
| 专题 | 药物化学研究室 |
| 通讯作者 | Shen, Jingshan |
| 作者单位 | 1.Nanjing Univ Technol, Coll Mat Sci & Engn, Nanjing 210009, Peoples R China; 2.Topharman Shanghai Co Ltd, Shanghai 201209, Peoples R China 3.Chinese Acad Sci, Shanghai Inst Mat Med, Shanghai 201203, Peoples R China; |
| 推荐引用方式 GB/T 7714 | Zhao, Qingjie,Lou, Yuanyuan,Xiong, Ruisheng,et al. Regioselective synthesis of 4azido-Neu2en5,7Ac(2)1Me and its intramolecular transformation to 4azido-Neu2en5,9Ac(2)1Me[J]. CARBOHYDRATE RESEARCH,2008,343(14):2459-2462. |
| APA | Zhao, Qingjie,Lou, Yuanyuan,Xiong, Ruisheng,Li, Haihong,&Shen, Jingshan.(2008).Regioselective synthesis of 4azido-Neu2en5,7Ac(2)1Me and its intramolecular transformation to 4azido-Neu2en5,9Ac(2)1Me.CARBOHYDRATE RESEARCH,343(14),2459-2462. |
| MLA | Zhao, Qingjie,et al."Regioselective synthesis of 4azido-Neu2en5,7Ac(2)1Me and its intramolecular transformation to 4azido-Neu2en5,9Ac(2)1Me".CARBOHYDRATE RESEARCH 343.14(2008):2459-2462. |
入库方式： OAI收割
来源：上海药物研究所
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