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Microwave-assisted efficient synthesis of glucose-based 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazole derivatives catalyzed by sodium acetate
Wang, Lin-Na; Han, Dong; Xu, Fei-Fei; Meng, Xiang-Bao; Li, Zhong-Jun
关键词Carbohydrate Antitumor Activity 1 Microwave Irradiation 3 Cyclization 4-oxadiazole Derivatives
刊名CARBOHYDRATE RESEARCH
2009-11-02
DOI10.1016/j.carres.2009.07.009
344期:16页:2113-2119
收录类别SCI ; IC ; CCR
文章类型Article
WOS标题词Science & Technology
类目[WOS]Biochemistry & Molecular Biology ; Chemistry, Applied ; Chemistry, Organic
研究领域[WOS]Biochemistry & Molecular Biology ; Chemistry
关键词[WOS]NMR ANALYSIS ; ACID ; 1,3,4-OXADIAZOLES ; HETEROCYCLES ; ELUCIDATION
英文摘要

A novel approach to synthesize glucose-based 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazoles with the assistance of microwave irradiation was developed. The effects of different catalysts on the heterocyclization process were investigated, and the reaction conditions were optimized, with NaOAc emerging as the catalyst of choice. Under the optimized conditions, a series of novel 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazole derivatives 4 and 5 were successfully synthesized from hydrazones 2 and 3. The absolute configurations of hydrazones 2, 3 and oxadiazoles 4, 5 were confirmed by NMR spectroscopic data. The ratio of the isomers 4 and 5 was similar to 1:1. (C) 2009 Elsevier Ltd. All rights reserved.

语种英语
WOS记录号WOS:000271254800001
项目编号20732001 ; 30672525
资助机构National Natural Science Foundation of China
引用统计
被引频次:7[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.bjmu.edu.cn/handle/400002259/52930
专题北京大学药学院
北京大学药学院_化学生物学系
作者单位Peking Univ, State Key Lab Nat & Biomimet Drugs, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
推荐引用方式
GB/T 7714
Wang, Lin-Na,Han, Dong,Xu, Fei-Fei,et al. Microwave-assisted efficient synthesis of glucose-based 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazole derivatives catalyzed by sodium acetate[J]. CARBOHYDRATE RESEARCH,2009,344(16):2113-2119.
APA Wang, Lin-Na,Han, Dong,Xu, Fei-Fei,Meng, Xiang-Bao,&Li, Zhong-Jun.(2009).Microwave-assisted efficient synthesis of glucose-based 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazole derivatives catalyzed by sodium acetate.CARBOHYDRATE RESEARCH,344(16),2113-2119.
MLA Wang, Lin-Na,et al."Microwave-assisted efficient synthesis of glucose-based 3-acetyl-5-alkyl-2,3-dihydro-1,3,4-oxadiazole derivatives catalyzed by sodium acetate".CARBOHYDRATE RESEARCH 344.16(2009):2113-2119.
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