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Chinese Journal of Organic Chemistry >

2020 , Vol. 40 >Issue 9: 2778 - 2787

DOI: https://doi.org/10.6023/cjoc202005051

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

  • Yu Jieqiang ,
  • Jia Jun ,
  • Wang Xingwang
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  • 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 date: 2020-05-19

  Revised date: 2020-06-22

  Online published: 2020-07-09

Supported by

Project supported by the National Natural Science Foundation of China (No. 21971176).

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Abstract

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

Cite this article

Yu Jieqiang , Jia Jun , Wang Xingwang . Synthesis of a Type of Linear β,γ-Unsaturated α-Keto Tryptophol Ester Compounds[J]. Chinese Journal of Organic Chemistry, 2020 , 40(9) : 2778 -2787 . DOI: 10.6023/cjoc202005051

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