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β-(3,4-二羟基苯基)-α-羟基丙酸异丙酯/冰片酯合成研究
引用本文:张群正,董岩,南叶飞,蔡雪刁,郑晓晖.β-(3,4-二羟基苯基)-α-羟基丙酸异丙酯/冰片酯合成研究[J].有机化学,2009,29(9):1466-1469.
作者姓名:张群正  董岩  南叶飞  蔡雪刁  郑晓晖
作者单位:1. 西安石油大学化学化工学院,西安,710065;陕西科技大学资源与环境学院,西安,710021
2. 西安石油大学化学化工学院,西安,710065
3. 西北大学西部资源生物与现代生物技术省部共建教育部重点实验室,西安,710069
基金项目:国家自然科学基金,陕西省教育厅自然科学专项基金,陕西省"13115"科技创新工程重大科技专项 
摘    要:以3,4-二羟基苯甲醛为起始原料, 经苄基保护、Darzens环氧化、Lewis酸开环、NaBH4还原、催化加氢脱保护得到β-(3,4-二羟基苯基)-α-羟基丙酸异丙酯和β-(3,4-二羟基苯基)-α-羟基丙酸冰片酯, 所得化合物的结构通过1H NMR、13C NMR, IR, MS证实. 该方法操作简单、毒性低、产物易于纯化.

关 键 词:酯化  β-(3  4-二羟基苯基)-α-羟基丙酸异丙酯  β-(3  4-二羟基苯基)-α-羟基丙酸冰片酯  超强酸催化
收稿时间:2008-9-2
修稿时间:2009-3-10

Synthesis of β-(3,4-Dihydroxyphenyl)-α-hydroxy Propionic Acid Esters
Zhang Qunzheng,Dong Yan,Nan Yefei,Cai Xuediao,Zheng Xiaohui.Synthesis of β-(3,4-Dihydroxyphenyl)-α-hydroxy Propionic Acid Esters[J].Chinese Journal of Organic Chemistry,2009,29(9):1466-1469.
Authors:Zhang Qunzheng  Dong Yan  Nan Yefei  Cai Xuediao  Zheng Xiaohui
Institution:( College of Chemistry and Chemical Engineering, Xi’an Shiyou University, Xi’an 710065)
( College of Resource and Environment, Shaanxi University of Science &; Technology, Xi’an 710021)
( Key Laboratory of Resource Biology &; Morden Biotechnoloby in Western China, Ministry of Education,
Nortwest University, Xi’an 710069)
Abstract:β-(3,4-Dihydroxyphenyl)-α-hydroxy propionic acid isopropyl and propionic acid borneol esters have been synthesized by taking 3,4-dihydroxybenzaldehyde as a raw material, through its benzyl protection, darzens ring-oxidation, Lewis acid ring-opening, NaBH4 reduction, deprotection of the Bzl groups by catalytic hydropyrolysis. The structures of products have been characterized by the 1H NMR, 13C NMR, IR and MS techniques. The method contains the merits of easy manipulation and low toxcity.
Keywords:esterification  β-(3  4-dihydroxyphenyl)-α-hydroxy propionic acid isopropyl ester  β-(3  4-dihydroxylphenyl)-α-hydroxy propionic acid borneol ester  super acid catalysis
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