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Stereoselective synthesis of 1,2 : 4,5-di-0-isopropylidene-3-C-(5-phenyl-1,2,4-oxadiazol-3-yl)-beta-D-psicopyranose and its X-ray crystallographic analysis
Yu, JX; Zhang, S; Li, ZJ; Lu, WJ; Zhou, R; Liu, YT; Cai, MS
刊名CARBOHYDRATE RESEARCH
2003-01-31
338期:3页:257-261
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]SUGARS
英文摘要

In a novel procedure, when 3-O-benzoyl-3-C-(N-hydroxycarbamimidoyl)-1,2:4,5-di-O-isopropylidene-beta-D-psicopyranose (1) is treated with acetic anhydride, chloroacetyl chloride, propanic anhydride and benzoyl chloride, the 3-O-benzoyl group undergoes an intramolecular replacement reaction with neighbouring group participation and transfer resulting in a more stable conjugated system by the formation of a 1,2,4-oxadiazol ring. A possible mechanism is reported. The structure has been determined by spectroscopic data and X-ray crystallographic analysis. (C) 2002 Elsevier Science Ltd. All rights reserved.

语种英语
WOS记录号WOS:000180869200006
引用统计
被引频次:10[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/400002259/54636
专题北京大学药学院
作者单位1.Xinjiang Univ, Dept Chem, Wulumqi 830046, Peoples R China
2.Wuyi Univ, Dept Chem, Jiangmen 529020, Peoples R China
3.Beijing Univ, Sch Pharmaceut Sci, Natl Res Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China
推荐引用方式
GB/T 7714
Yu, JX,Zhang, S,Li, ZJ,et al. Stereoselective synthesis of 1,2 : 4,5-di-0-isopropylidene-3-C-(5-phenyl-1,2,4-oxadiazol-3-yl)-beta-D-psicopyranose and its X-ray crystallographic analysis[J]. CARBOHYDRATE RESEARCH,2003,338(3):257-261.
APA Yu, JX.,Zhang, S.,Li, ZJ.,Lu, WJ.,Zhou, R.,...&Cai, MS.(2003).Stereoselective synthesis of 1,2 : 4,5-di-0-isopropylidene-3-C-(5-phenyl-1,2,4-oxadiazol-3-yl)-beta-D-psicopyranose and its X-ray crystallographic analysis.CARBOHYDRATE RESEARCH,338(3),257-261.
MLA Yu, JX,et al."Stereoselective synthesis of 1,2 : 4,5-di-0-isopropylidene-3-C-(5-phenyl-1,2,4-oxadiazol-3-yl)-beta-D-psicopyranose and its X-ray crystallographic analysis".CARBOHYDRATE RESEARCH 338.3(2003):257-261.
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