methyl 1-(8-chloro-4-phenyl-2-quinolyl)-9H-β-carboline-3-carboxylate | 1434739-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: methyl 1-(8-chloro-4-phenyl-2-quinolyl)-9H-β-carboline-3-carboxylate
• 英文别名: methyl 1-(8-chloro-4-phenylquinolin-2-yl)-9H-pyrido[3,4-b]indole-3-carboxylate
• CAS: 1434739-10-2
• 化学式: C₂₈H₁₈ClN₃O₂
• 分子量: 463.923
• InChiKey: INHTVAOEFFIIPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-甲酰基-9H-吡啶并[3,4-B]吲哚-3-羧酸甲酯 、 苯乙炔 、 邻氯苯胺 在 lanthanum(lll) triflate 作用下， 反应 0.2h， 以77%的产率得到methyl 1-(8-chloro-4-phenyl-2-quinolyl)-9H-β-carboline-3-carboxylate
  参考文献：
  名称：

  A novel route to synthesize lavendamycin analogues through an A3 coupling reaction

  摘要：

  A convergent synthesis of lavendamycin analogues has been accomplished by using A(3) coupling reaction between carboline aldehydes, anilines, and phenylacetylenes. Our approach features the use of the ionic liquids as an environmentally benign solvent medium and synthesis of lavendamycin analogues with diverse substitution pattern. Additionally, the formation of alpha-dihydropyrido-beta-carboline was observed during the reaction of alpha-formyl-beta-carboline, aniline, and ethylpropiolate. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.074

文献信息

• A novel route to synthesize lavendamycin analogues through an A3 coupling reaction
  作者：Subburethinam Ramesh、Rajagopal Nagarajan

  DOI：10.1016/j.tet.2013.04.074

  日期：2013.6

  A convergent synthesis of lavendamycin analogues has been accomplished by using A(3) coupling reaction between carboline aldehydes, anilines, and phenylacetylenes. Our approach features the use of the ionic liquids as an environmentally benign solvent medium and synthesis of lavendamycin analogues with diverse substitution pattern. Additionally, the formation of alpha-dihydropyrido-beta-carboline was observed during the reaction of alpha-formyl-beta-carboline, aniline, and ethylpropiolate. (C) 2013 Elsevier Ltd. All rights reserved.