| 三(3,6-二氧杂庚基)胺(TDA-1)相转移催化合成异甘草苷 |
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| 引用本文： | 雷英杰,杨亮,史小凤,陈宝泉. 三(3,6-二氧杂庚基)胺(TDA-1)相转移催化合成异甘草苷[J]. 化学世界, 2009, 50(6) |
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| 作者姓名： | 雷英杰 杨亮 史小凤 陈宝泉 |
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| 作者单位： | 天津理工大学化学化工学院,天津,300384;天津理工大学化学化工学院,天津,300384;天津理工大学化学化工学院,天津,300384;天津理工大学化学化工学院,天津,300384 |
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| 摘 要： | 以TDA-1为相转移催化剂,碳酸氢钠/氯化钾体系为碱性介质,就对羟基苯甲醛与1-溴-2,3,4,6-O-四乙酰基--αD-吡喃葡萄糖的糖苷化反应条件进行了探讨,着重考察了反应时间、反应温度和催化剂用量对-βD-甲乙酰基葡萄糖对甲酰苯基苷合成收率的影响;并利用硼酸/哌啶/二甘醇二乙醚催化体系,通过-βD-四乙酰基葡萄糖对甲酰苯基苷与2,4-二羟基苯乙酮的羟醛缩合反应,对异甘草苷的合成工艺进行了研究,其结果经红外光谱和核磁共振氢谱确证,总收率为27%。
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| 关 键 词： | 异甘草苷 合成 三(3,6-二氧杂庚基)胺 |
Synthesis of Isoliquiritin in the Presence of TDA-1 |
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| LEI Ying-jie,YANG Liang,SHI Xiao-feng,CHEN Bao-quan. Synthesis of Isoliquiritin in the Presence of TDA-1[J]. Chemical World, 2009, 50(6) |
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| Authors: | LEI Ying-jie YANG Liang SHI Xiao-feng CHEN Bao-quan |
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| Affiliation: | Department of Chemistry & Chemical Engineering;Tianjin University of Technology;Tianjin 300384;China |
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| Abstract: | A facile method for the synthesis of 4-(2,3,4,6-tetraacetyl-β-D-glucopyranosyl) benzaldehyde from p-hydroxy benzaldehyde and 1-bromo-2,3,4,6-tetra-O-acetyl-α-D-glucopyranose in NaHCO_3/KCl alkaline solutions in presence of the phase transfer catalyst tri(3,6-dioxaheptyl) amine(TDA-1) was described.The effects of reaction time,temperature and catalyst content on the mentioned procedure were investigated.Further condensation between the corresponding intermediate and 2,4-dihydroxy acetylphenone in the mixture of boric acid,piperidine and diglyme to prepare isoliquiritin was conducted.The formation of the title compound was confirmed by IR and()~1H NMR studied,with a 27% yield of O-glycoside conjugate. |
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| Keywords: | isoliquiritin synthesis tri(3,6-dioxaheptyl) amine |
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