Synthesis of 3-C-(methyl β-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole

被引:13
|
作者
Zhang, ML [1 ]
Zhang, HY [1 ]
Yang, ZJ [1 ]
Ma, LT [1 ]
Min, JM [1 ]
Zhang, LH [1 ]
机构
[1] Beijing Med Univ, Sch Pharmaceut Sci, Natl Lab Nat & Biomimet Drugs, Beijing 100083, Peoples R China
基金
中国国家自然科学基金;
关键词
xylosyl 1,2,4-oxadiazole derivatives; neighboring-group participation effect; asymmetric synthesis; isocarbonucleoside;
D O I
10.1016/S0008-6215(99)00106-8
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Nucleophilic addition of KCN to 5-O-benzoyl-1,2-O-isopropylidene-alpha-D-erythro-pentofuranos-3-ulose gave the xylo cyanohydrin stereoselectively. Several xylos-3-yl-1,2,4-oxadiazole derivatives were synthesized from this cyanohydrin and were converted into 3-C-(methyl beta-D-xylofuranosid-3-yl)-5-phenyl-1,2,4-oxadiazole. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:157 / 161
页数:5
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