摘要
目的 优化三苄糖苷的合成路线及工艺。方法 以1,2-O-异亚丙基-α-D-呋喃葡萄糖为起始原料,通过苄基保护、硫酸-乙酸-水混合溶剂中脱除异亚丙基、端位乙苷化共三步反应制备得到三苄糖苷。结果与结论目标化合物的结构经ESI-MS、1H-NMR和13C-NMR谱确证,总收率为28.8%,HPLC纯度为99.61%,产品质量符合《欧洲药典》标准。该工艺在提高反应收率的同时,简化了实验操作,具有较高的实际应用价值。
Tribenoside has been explored as an external preparation for the treatment of hemorrhoids.In this paper, an improved preparative route to tribenoside was provided.With 1,2-O-isopropylidene-α-D-glucofuranose as the starting material, tribenoside was prepared via three steps, including benzyl protection, removal of isopropylidene in sulfuric acid-acetic acid-water mixed solvent, and terminal ethylation, with an overall yield of 28.8% and a HPLC purity of 99.61%.The structure of final product was confirmed by ESI-MS,~1H-NMR and ~(13)C-NMR.The improved synthetic process has the advantages of simple operation and higher yield, and is suitable for large scale preparation.
作者
张磊
陈阳
张雷
张翔宇
程卯生
刘洋
ZHANG Lei;CHEN Yang;ZHANG Lei;ZHANG Xiang-yu;CHENG Mao-sheng;LIU Yang(SYPHU-NUOKANG BIOPHAM New Drug R&D Cooperative Laboratory,School of Pharmaceutical Engineering,Shenyang Pharmaceutical University,Shenyang 110016,China;Grand Life Sciences(Liaoning)Co.,Ltd.,Shenyang 110171,China)
出处
《中国药物化学杂志》
CAS
2023年第5期347-351,共5页
Chinese Journal of Medicinal Chemistry
关键词
三苄糖苷
合成
工艺改进
tribenoside
synthesis
process improvement
