有机化学 ›› 2020, Vol. 40 ›› Issue (9): 2778-2787.DOI: 10.6023/cjoc202005051 上一篇    下一篇

研究论文

一类线性β,γ-不饱和α-酮酸色醇酯类化合物的合成

余接强a, 贾俊b, 王兴旺a   

  1. a 苏州大学材料与化学化工学部 江苏苏州 215123;
    b 苏州大学分析测试中心 江苏苏州 215123
  • 收稿日期:2020-05-19 修回日期:2020-06-22 发布日期:2020-07-09
  • 通讯作者: 贾俊, 王兴旺 E-mail:jiajun@suda.edu.cn;wangxw@suda.edu.cn
  • 基金资助:
    国家自然科学基金(No.21971176)资助项目.

Synthesis of a Type of Linear β,γ-Unsaturated α-Keto Tryptophol Ester Compounds

Yu Jieqianga, Jia Junb, Wang Xingwanga   

  1. a College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123;
    b Analysis and Testing Center, Soochow University, Suzhou, Jiangsu 215123
  • Received:2020-05-19 Revised:2020-06-22 Published:2020-07-09
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21971176).

色醇类衍生物是一类十分重要的化合物,具有广谱的药理和生理活性.报道了以1-(3-二甲氨基丙基)-3-乙基碳二亚胺盐酸盐(EDCI)和1-羟基苯并三唑(HOBt)作为缩合试剂,在温和的条件下对各种取代的色醇与β,γ-不饱和α-酮酸进行的缩合酯化反应,制备了一系列β,γ-不饱和-α-酮酸色醇酯类化合物.该方法底物适应性广,原料易得且操作简便.

关键词: 缩合试剂, 色醇, 酯化, β,γ-不饱和α-酮酸, β,γ-不饱和-α-酮酸色醇酯

Tryptophol derivatives are very important compounds with wide spectrum of pharmaceutical and physiological activity. Herein, the esterification reaction of trypthol and its derivatives with β,γ-unsaturated α-keto acids was reported by the use of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) and 1-hydroxybenzotriazole (HOBt) as conden-sation reagents. A series of β,γ-unsaturated α-keto trypanol ester derivatives were prepared in moderate to high yields. This method has advantages of riched functional group tolerance, readily available starting materials and easy operation.

Key words: condensation reagent, tryptophol, esterification, β,γ-unsaturated α-keto acid, β,γ-unsaturated α-keto trypanol ester