(E)-3-[(3,4-dimethoxy-2-phenylmethoxy)phenyl]-1-[(5,6,8-trimethoxy)-2-quinolyl]-2-propen-1-one | 957785-27-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-[(3,4-dimethoxy-2-phenylmethoxy)phenyl]-1-[(5,6,8-trimethoxy)-2-quinolyl]-2-propen-1-one
• 英文别名: (E)-3-(3,4-dimethoxy-2-phenylmethoxyphenyl)-1-(5,6,8-trimethoxyquinolin-2-yl)prop-2-en-1-one
• CAS: 957785-27-2
• 化学式: C₃₀H₂₉NO₇
• 分子量: 515.563
• InChiKey: CNWSDKNEOAKBES-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  85.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (E)-3-[(3,4-dimethoxy-2-phenylmethoxy)phenyl]-1-[(5,6,8-trimethoxy)-2-quinolyl]-2-propen-1-one 在 potassium tert-butylate 、 一氯化碘 、 potassium carbonate 、 silver carbonate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 93.0h， 生成 2-[5,6,8-trimethoxy-2-quinolinyl]-4-[3,4-dimethoxy-2-(phenylmethoxy)phenyl]-6-benzyloxy-5-methyl-3-iodopyridine
  参考文献：
  名称：

  Total Synthesis of Streptonigrone

  摘要：

  A total synthesis of streptonigrone, 1, is described, which incorporates a one-step synthesis of substituted pyridones devised in our laboratory. Other aspects of the synthesis that differentiate the present approach from previous ones are the use of a Conrad - Limpach reaction, rather than the customary Friedlander methodology, to assemble the quinoline segment of 1, and the implementation of an anionic sequence for the functionalization of a key pyridone intermediate.

  DOI：

  10.1021/jo701435p
• 作为产物：
  描述：

  2,3,4-三甲氧基苯甲醛 在 sodium hydroxide 、 三氯化铝 、 potassium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 38.0h， 生成 (E)-3-[(3,4-dimethoxy-2-phenylmethoxy)phenyl]-1-[(5,6,8-trimethoxy)-2-quinolyl]-2-propen-1-one
  参考文献：
  名称：

  Total Synthesis of Streptonigrone

  摘要：

  A total synthesis of streptonigrone, 1, is described, which incorporates a one-step synthesis of substituted pyridones devised in our laboratory. Other aspects of the synthesis that differentiate the present approach from previous ones are the use of a Conrad - Limpach reaction, rather than the customary Friedlander methodology, to assemble the quinoline segment of 1, and the implementation of an anionic sequence for the functionalization of a key pyridone intermediate.

  DOI：

  10.1021/jo701435p

文献信息

• Total Synthesis of Streptonigrone
  作者：Bryan K. Chan、Marco A. Ciufolini

  DOI：10.1021/jo701435p

  日期：2007.10.1

  A total synthesis of streptonigrone, 1, is described, which incorporates a one-step synthesis of substituted pyridones devised in our laboratory. Other aspects of the synthesis that differentiate the present approach from previous ones are the use of a Conrad - Limpach reaction, rather than the customary Friedlander methodology, to assemble the quinoline segment of 1, and the implementation of an anionic sequence for the functionalization of a key pyridone intermediate.