Improved Synthesis of 1-O-acetyl-2, 3, 5-tri-O-benzoyl-β-D- ribofuranose from Inosine
Medicines of nucleotides and nucleotide acids are very important in chemosynthesis of medication, and the quantity of this kind of medicines is rapidly increasing. 1-O-acetyl-2,3,5-tri -O-benzoyl-beta-D-ribofuranose is a key mediate for synthesizing medicines of nucleotides and nucleotide acids, which was synthesized by using inosine as the starting material through benzoylation and acetylization. Effects of the ratio of reactants, reaction time, and reaction temperature on the yield of the product were studied. The results showed that, the proper decrease in reaction temperature and decrease in dosage of pyridine were propitious for the increase of the yield of the product. The optimal reaction conditions were obtained as follows: 9.0 g (0.034 mol) inosine was dissolved in 40 mL pyridine, and then 15 mL (0.129 mol) benzoyl chloride was added, followed by stirring the solution at 10 ℃ for 15 h. The product was dissolved in a mixture of 40 mL glacial acetic acid and 5 mL (0.083 mol) acetic anhydride, and then 3 mL oil of vitriol was added, the solution was stirred at 10 ℃ for 17 h to get the final product. By means of the above process, the total yield of 1-O-acetyl-2,3,5-tri-O-benzoyl-beta-D -ribofuranose was summed up to 74.93％ (HPLC purity: 98.0％). The structure of the product was identified by IR, 1HNMR and MS.
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose synthesis Inosine
Yan Deng Deliang Tao Nongyue He Weiyue Xie Youqing Jiang Weiqing Wu
Hunan Key Laboratory of Green Packaging and Application of Biological Nanotechnology, Hunan universi Hunan Key Laboratory of Green Packaging and Application of Biological Nanotechnology, Hunan universi State Key Laboratory of Bioelectronics, Department of Biological Science and Medical Engineering.Sou Hunan Light Industry Research Institute, Changsha 410015, China
国际会议
The 5th International Forum on Post-genome Technologies(5IFPT)(第五届国际后基因组生命科学技术学术论坛)
苏州
英文
2007-09-10（万方平台首次上网日期，不代表论文的发表时间）