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

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.