摘要
目的:制备甘草次酸类衍生物30-三苯甲基-11-脱氧甘草萜醇(Ⅴ)。方法:对甘草次酸(Ⅰ)进行化学结构修饰,制备11-脱氧甘草萜醇(Ⅳ),并将它与三苯氯甲烷缩合而制备目标化合物——30-三苯甲基-11-脱氧甘草萜醇(Ⅴ)。结果:通过还原、脱水、催化氢化和缩合反应获得目标化合物(Ⅴ),经鉴定其(Ⅴ)为甘草萜醇类新化合物,反应产率达46%。结论:三苯氯甲烷在三乙胺和二甲氨基吡啶等碱性催化下与甘草萜醇的C30-位羟基进行选择性缩合反应,此反应产率较与C3-位羟基化反应的要高,此种反应条件在甘草萜醇C30-位羟基的选择性保护中具有重要的价值。此外,利用还原剂Red-Al对甘草次酸进行还原修饰要比用四氢锂铝容易、产率高。
Objective： To prepare glycyrrhetinic acid derivative： 30-triphenly-methyl-11-deoxo-glycyrrhetol （ Ⅴ ）. Methods： The reactions of reduction, deshydratation and catalytic hydrogenation were performed for preparing 11-deoxo glycyrrhetol （Ⅳ）; and then the compound （Ⅳ） was combined with triphenylmethyl chloride for preparing compound （Ⅴ）. Results： The target compound （Ⅴ） was obtained with a yield of 46%, and its chemical structure was characterized by spectrum method, （Ⅴ） is a new compound. Conclu- sions： Triphenylmethyl chloride can react selectively with the 30-hydroxil group of glycyrrhetol under the catalyzing effects of three ethyl amine and dimethyl amino-pyridine. This condition of the reaction has an important value for the selective protection of 30-hydroxil group of glycyrrhetol. Furthermore, the use of reductant Red-Al for reductive modification of glycyrrhetinic acid is more effective and productive than the use of lithium aluminum hydrate.
出处
《新疆医科大学学报》
CAS
2008年第5期502-505,共4页
Journal of Xinjiang Medical University
基金
教育部重点项目基金资助(207128)
