| Novel Synthesis of Quinoline-7,8-diol Derivative |
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| 引用本文： | HE,Juan WANG,Xue-Bin WAN,Zheng-Kai. Novel Synthesis of Quinoline-7,8-diol Derivative[J]. 有机化学, 2004, 24(Z1): 361 |
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| 作者姓名： | HE Juan WANG Xue-Bin WAN Zheng-Kai |
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| 作者单位： | HE,Juan（Department of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou 450052） WANG,Xue-Bin（Department of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou 450052） WAN,Zheng-Kai（Department of Chemistry and Chemical Engineering, Henan University of Technology, Zhengzhou 450052） |
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| 摘 要： | Quinoline 7,8-diol derivatives can be expected to form metal complexes, and are the moiety of marine alkaloid,which exhibits strong cytotoxic activity against several human tumor. Our synthesis of 6 commences from L-dopa (1)(Scheme 1). Esterification of 2 with methanol and treatment of the resulting ester 3 with trichloroethoxycarbonyl (Troc)chloride yielded the N-protected amino acid ester 4. Treatment of 4 with acrolein in 1.3 mol/L methanolic HCl for 4 d at room temperature yielded the quinoline derivative 5, which was dissolved in 25% aq. HBr and the resulting solution was heated at reflux for 6 h to afford compound 6.
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Novel Synthesis of Quinoline-7,8-diol Derivative |
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| HE,Juan,WANG,Xue-Bin,WAN,Zheng-Kai. Novel Synthesis of Quinoline-7,8-diol Derivative[J]. Chinese Journal of Organic Chemistry, 2004, 24(Z1): 361 |
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| Authors: | HE Juan WANG Xue-Bin WAN Zheng-Kai |
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| Abstract: | Quinoline 7,8-diol derivatives can be expected to form metal complexes, and are the moiety of marine alkaloid,which exhibits strong cytotoxic activity against several human tumor. Our synthesis of 6 commences from L-dopa (1)(Scheme 1). Esterification of 2 with methanol and treatment of the resulting ester 3 with trichloroethoxycarbonyl (Troc)chloride yielded the N-protected amino acid ester 4. Treatment of 4 with acrolein in 1.3 mol/L methanolic HCl for 4 d at room temperature yielded the quinoline derivative 5, which was dissolved in 25% aq. HBr and the resulting solution was heated at reflux for 6 h to afford compound 6. |
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