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以D-核糖为原料经甲基化、苯甲酰化、乙酰化合成了1-乙酰氧基-2,3,5-三-苯甲酰氧基-β-D-呋喃核糖。系统地研究了物料配比、反应时间、反应温度对产品收率的影响。较佳的制备工艺为:5.0g(0.033mol)D-核糖溶于20mL盐酸/甲醇中,于20℃下反应3h,所得产物再溶于50mL吡啶中,滴加15mL(0.129mol)苯甲酰氯,于10℃下反应15h,所得产物溶于40mL冰醋酸和5mL(0.083mol)醋酸酐中,滴加3mL浓硫酸于10℃反应15h,即得产品,总收率达74.34%(HPLC纯度98.1%)。整个路线反应条件温和、原料价廉易得,有利于工业化规模生产。用红外光谱、质谱以及核磁共振氢谱对产物进行了表征。
D-ribose as raw material by methylation, benzoylation, acetylation of 1-acetoxy-2,3,5-tri-benzoyloxy-β-D-ribofuranose. The effect of material ratio, reaction time and reaction temperature on product yield was systematically studied. The preparation process is as follows: 5.0g (0.033mol) D-ribose is dissolved in 20mL hydrochloric acid / methanol and reacted at 20 ° C for 3h. The resulting product is dissolved in 50mL pyridine, and 15mL (0.129mol) benzoyl chloride The product was dissolved in 40 mL of glacial acetic acid and 5 mL (0.083 mol) of acetic anhydride, and 3 mL of concentrated sulfuric acid was added dropwise to react at 10 ° C. for 15 h, yielding a total yield of 74.34% (HPLC purity 98.1 %). The mild reaction conditions throughout the route, cheap raw materials, is conducive to industrial-scale production. The products were characterized by IR, MS and 1H NMR.