Wu Wei-qing
2007
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Journal
Fine chemicals
Abstract
To synthesize 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose(Ⅰ),9.0 g(0.034 mol) inosine was dissolved in 40 mL pyridine,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,then 3 mL conc.H2SO4 was added,and the solution was stirred at 10 ℃ for 17 h.By means of above optimized process,the total yield of Ⅰ was summed up to 74.93%(purity:98.0%,HPLC,mass percent).The structure of the product was identified by IR,1HNMR and MS.The synthesis process was validated by magnifying 12 times and 200 times under optimized conditions,and the total yield was summed up to 74.67%(purity 97.9%) and 74.49%(purity 98.0%),respectively.