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在水与甲醇的混合体系中,2-脱氧-D-核糖与氯代苯胺反应立体选择性地合成了三种N-氯苯基-2-脱氧-α-D-吡喃核糖亚胺(化合物1,2,3),它们的结构经过1HNMR和13CNMR的表征.将单一构型的N-对氯苯基-2-脱氧-α-D-吡喃核糖亚胺(1)溶于氘代DMSO加入几滴重水,1HNMR和13CNMR分析显示1异构化为四种构型的混合物.培养了化合物1,2,3的单晶,并用X射线衍射法测定了它们的晶体结构.对晶体结构进行分析,对反应形成单一构型产物的原因进行了探讨.并提出了1异构化过程的机理.
In a mixed system of water and methanol, three N-chlorophenyl-2-deoxy-α-D-ribofuranosimines were synthesized stereospecifically by reaction of 2-deoxy-D-ribose with chloroaniline 1, 2, 3) whose structures were characterized by 1HNMR and 13CNMR.The single configuration of N-p-chlorophenyl-2-deoxy-α-D-glucopyranimide (1) was dissolved in deuterated DMSO A few drops of heavy water were added and the 1H NMR and 13CNMR analyzes showed that 1 was isomerized to a mixture of four configurations. Single crystals of compounds 1, 2 and 3 were grown and their crystal structures were determined by X-ray diffractometry. The reasons for the reaction to form a single configuration product were discussed, and the mechanism of 1 isomerization process was proposed.