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3,5-双-O-苯甲酰基-2-脱氧-2,2-二氟-1-氧代-D-呋喃核糖的合成与表征    

Synthesis and characterization of 3,5-double-O-benzoyl-2 deoxidation-2,2-difluoro-1-oxo-D-ribofuranose

文献类型:期刊文献

中文题名:3,5-双-O-苯甲酰基-2-脱氧-2,2-二氟-1-氧代-D-呋喃核糖的合成与表征

英文题名:Synthesis and characterization of 3,5-double-O-benzoyl-2 deoxidation-2,2-difluoro-1-oxo-D-ribofuranose

作者:周勇[1];刘冰[1]

机构:[1]新乡学院化学与化工学院

第一机构:新乡学院化学化工学院

年份:2013

卷号:42

期号:10

起止页码:1804-1805

中文期刊名:应用化工

外文期刊名:Applied Chemical Industry

收录:CSTPCD;;CSCD:【CSCD_E2013_2014】;

基金:河南省科技厅重点科技攻关计划项目(112102310535);新乡市重点科技攻关项目(ZG12025)

语种:中文

中文关键词:3,5-双-O-苯甲酰基-2-脱氧-2,2-二氟-1-氧代-D-呋喃核糖;N,N-二甲基-4-氨基吡啶;合成;重结晶

外文关键词:Key3,5-double-O-benzoyl-2-deoxidation-2,2-difluoro-l-oxo-D-ribofuranose; N, N-dimethyl-4-aminopyridine ; synthetization ; recrystallization

摘要:以N,N-二甲基-4-氨基吡啶为催化剂,用3R,3S-2-脱氧-2,2-二氟-1-氧代-D-呋喃核糖和苯甲酰氯反应,合成了药物Gemcitabine的关键中间体3,5-双-O-苯甲酰基-2-脱氧-2,2-二氟-1-氧代-D-呋喃核糖,用元素分析、IR与1H NMR对其结构进行了表征。用异丙醇作溶剂进行重结晶,分离出非对映异构体产物。讨论了不同催化剂、反应温度和反应物比对反应的影响。
With N, N-dimethyl-4-aminopyridine as catalyst, and under the reaction of 3R, 3S-2-deoxida- tion-2, 2-difluoro-l-oxo-D-ribofuranose and benzoyl, it synthesized 3,5-double-O-benzoyl-2-deoxidation- 2, 2-difluoro-l-oxo-D-ribofuranose, the key intermediate of Gemcitabine. And then the structure was characterized by means of elemental analysis, IR, and 1H NMR. The product was recrystallized by isopro- panol, and diastereoisomer was extracted. The influence of catalysts, reaction temperature and ratio of re- actants on the reaction were discussed.

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