摘要
采用查尔酮途径全合成了一种异黄酮碳苷类化合物(葛根素),总收率1.0%。首先4-乙基-6-叔丁基间苯二酚与2,3,4,6-四-O-苄基吡喃葡萄糖基三氟乙酰亚胺酯发生糖基化反应制得碳苷(3);3依次经脱叔丁基和氧化制得苯乙酮类化合物(5);5经查尔酮路线转化为葛根素,其结构经~1H NMR,^(13)C NMR和HR-MS(ESI)确证。
The total synthesis of an isoflavone C-glycoside（ puerarin） was achieved through the chalcone pathway with overall yields of 1. 0%. 2-C-β-D-glucopyranoside（ 3） was prepared by the reaction of 4-tert-butyl-6-ethylbenzene-1,3-diol with trifluoroacetimidate. Acetophenone（ 5） was obtained by de-tert-butylation and oxidation from 3. Puerarin was synthesized via the chalcone pathway from 5. The structure was confirmed by ~1H NMR,^（13）C NMR and HR-MS（ ESI）.
作者
邹云彭
彭涛
温晓雪
王刚
孙云波
刘曙晨
高月
张首国
王林
ZOU Yun-peng;PENG Tao;WEN Xiao-xue;WANG Gang;SUN Yun-bo;LIU Shu-chen;GAO Yue;ZHANG Shou-guo;WANG Lin(College of Life Seienee and Bio-engineering,Beijing University of Teehnology,Beijing 100124,China;Institute of Radiation Medicine,Academy of Military Medicine Seienees,Academy of Military Seienees,Beijing 100850,China)
出处
《合成化学》
CAS
CSCD
北大核心
2018年第8期557-561,共5页
Chinese Journal of Synthetic Chemistry
基金
国家自然科学基金资助项目(81273431
21102176
21272273)
全军医学科技青年培育计划(16QNP124)
关键词
葛根素
异黄酮碳苷
全合成
查尔酮
puerarin
isoflavone C-glycoside
total synthesis
chalcone
