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学科主题: 药学
题名:
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
作者: Yu, JX; Zhang, S; Li, ZJ; Lu, WJ; Zhou, R; Liu, YT; Cai, MS
刊名: CARBOHYDRATE RESEARCH
发表日期: 2003-01-31
卷: 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
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/54636
Appears in Collections:北京大学药学院_期刊论文

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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

Recommended Citation:
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.
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