三(3,6-二氧杂庚基)胺催化合成异黄酮7-O-葡萄糖糖苷  

Synthesis of Isoflavone 7-O-Glucosides Catalyzed with Tri(3,6-dioxaheptyl)amine

作　　者：雷英杰[1] 杨易成[1] 

机构地区：[1]天津理工大学化学化工学院,天津300191

出　　处：《应用化学》2009年第3期306-310,共5页Chinese Journal of Applied Chemistry

基　　金：天津理工大学资助项目(601002001)

摘　　要：分别以Friedel-Crafts反应和Hoesch反应制备的7-羟基异黄酮/7-羟基-4′-甲氧基异黄酮和5,7-二羟基-4′-甲氧基异黄酮/5,7-二羟基-4′-氯异黄酮为苷元,以三(3,6-二氧杂庚基)胺(TDA-1)为相转移催化剂,NaHCO3/KC l体系为碱性介质,研究了异黄酮类化合物与1-溴-2,3,4,6-O-四乙酰基-α-D-吡喃葡萄糖进行偶联反应制备糖苷的合成工艺,其结构经IR和1H NMR以及元素分析测试技术的确证,总收率分别为64%、61%、55%和58%。The reactions between each of four isoflavone aglycones, including 7-hydroxy-isoflavone and 7- hydroxy-4＇- methoxyl-isoflavone, which were prepared from Friedel-Crafts reactions, as well as 5,7-dihydroxy- 4＇-methoxyl-isoflavone and 5,7-dihydroxy-4＇-chloride-isoflavone, which were prepared from Hoesch reactions, and 1-bromo-2,3,4,6-tetra-O-acetyl-D-glucopyranose in NaHCO3/KCl alkaline solutions in the presence of the phase transfer catalyst tri （3,6-dioxaheptyl） amine（TDA-1 ） were discussed. The corresponding glucosides formed were confirmed by IR, 1H NMR and elemental analysis, with a yield of 64% , 61% , 55% and 58% respectively.

关 键 词：异黄酮 糖苷 合成 三(二氧杂庚基)胺 

分 类 号：O629.9[理学—有机化学]