高校化学工程学报
高校化學工程學報
고교화학공정학보
JOURNAL OF CHEMICAL ENGINEERING OF CHINESE UNIVERSITIES
2010年
2期
286-289
,共4页
利巴韦林%固体超强酸SO_4~(2-)/TiO_2%催化%合成
利巴韋林%固體超彊痠SO_4~(2-)/TiO_2%催化%閤成
리파위림%고체초강산SO_4~(2-)/TiO_2%최화%합성
Ribavirin%solid superacid SO_4~(2-)/TiO_2%catalysis%synthesis
以1,2,4-三氮唑-3-羧酸甲酯和1,2,3,5-四-O-乙酰基-β-D-呋喃核糖为原料,在催化剂固体超强酸SO_4~(2-)/TiO_2的作用下得到了1-(2,3,5-三-O-乙酰基-β-D-呋喃核糖基)-1H-1,2,4-三唑-3-羧酸甲酯,简称利巴韦林缩合物.它是广谱抗病毒药物利巴韦林的重要中间体.通过对影响反应的多种因素进行研究以及反应条件的优化,结果表明:当催化剂为固体超强酸SO_4~(2-)/TiO_2、催化剂用量为12%、1,2,4-三氮唑-3-羧酸甲酯和1,2,3,5-四-O-乙酰基-β-D-呋喃核糖投料摩尔比为1.05:1、反应温度控制在100℃～110℃、反应时间为2 h、甲醇重结晶,所得产物收率为87.0%,纯度99.5%(HPLC).该反应方法催化剂易制备,催化效率较高, 容易循环使用,不污染环境,有一定的再生能力,易从产品中除去,操作过程简便,产品色泽好、纯度高.
以1,2,4-三氮唑-3-羧痠甲酯和1,2,3,5-四-O-乙酰基-β-D-呋喃覈糖為原料,在催化劑固體超彊痠SO_4~(2-)/TiO_2的作用下得到瞭1-(2,3,5-三-O-乙酰基-β-D-呋喃覈糖基)-1H-1,2,4-三唑-3-羧痠甲酯,簡稱利巴韋林縮閤物.它是廣譜抗病毒藥物利巴韋林的重要中間體.通過對影響反應的多種因素進行研究以及反應條件的優化,結果錶明:噹催化劑為固體超彊痠SO_4~(2-)/TiO_2、催化劑用量為12%、1,2,4-三氮唑-3-羧痠甲酯和1,2,3,5-四-O-乙酰基-β-D-呋喃覈糖投料摩爾比為1.05:1、反應溫度控製在100℃～110℃、反應時間為2 h、甲醇重結晶,所得產物收率為87.0%,純度99.5%(HPLC).該反應方法催化劑易製備,催化效率較高, 容易循環使用,不汙染環境,有一定的再生能力,易從產品中除去,操作過程簡便,產品色澤好、純度高.
이1,2,4-삼담서-3-최산갑지화1,2,3,5-사-O-을선기-β-D-부남핵당위원료,재최화제고체초강산SO_4~(2-)/TiO_2적작용하득도료1-(2,3,5-삼-O-을선기-β-D-부남핵당기)-1H-1,2,4-삼서-3-최산갑지,간칭리파위림축합물.타시엄보항병독약물리파위림적중요중간체.통과대영향반응적다충인소진행연구이급반응조건적우화,결과표명:당최화제위고체초강산SO_4~(2-)/TiO_2、최화제용량위12%、1,2,4-삼담서-3-최산갑지화1,2,3,5-사-O-을선기-β-D-부남핵당투료마이비위1.05:1、반응온도공제재100℃～110℃、반응시간위2 h、갑순중결정,소득산물수솔위87.0%,순도99.5%(HPLC).해반응방법최화제역제비,최화효솔교고, 용역순배사용,불오염배경,유일정적재생능력,역종산품중제거,조작과정간편,산품색택호、순도고.
1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester, which is called "derivative of Ribavirin" for short, is an important intermediate of Ribavirin which is a broad-spectrum antiviral drug. In this study, the derivative of Ribavirin was synthesized with the reaction of using 1,2,4-triazole-3-carboxylic acid methyl ester and 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose as raw materials and solid superacid SO_4~(2-)/TiO_2 as catalyst. Various factors affecting the synthesis reaction were investigated, and the reaction conditions were optimized. The results show that the suitable synthesis conditions are as follows: the amount of catalyst SO_4~(2-)/TiO_2 used is 12%(mass) of the tetra-acetyl-D-ribofuranose used, the mole ratio of 1,2,3,5-tetra-O-acetyl-β-D-ribofuranose to 1,2,4-triazole-3-carboxylic acid methyl ester is 1:1.05, the reaction temperature is 100～110℃ and the reaction time is 2 h. Using the above optimized conditions, the yield of the product is 87.0% and its purity is 99.5%. The proposed synthetic route for synthesizing derivative of Ribavirin has following advantages: the preparation of the catalyst SO_4~(2-)/TiO_2 is simple, the catalyst has higher catalytic efficiency and can easily be removed from the product and be regenerated and reused cyclically, the synthesis process is environmentally benign and its operation is simple, both the color and purity of the product are good.
