N-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-2-oxo-2H-chromene-6-carboxamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: N-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-2-oxo-2H-chromene-6-carboxamide
• 英文别名: N-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-2oxo-2h-chromene-6-carboxamide；N-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-2-oxochromene-6-carboxamide
• 化学式: C₂₀H₁₉NO₆
• 分子量: 369.374
• InChiKey: XTBXNLTVOPRWKR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  94.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  peuruthenicin 在 氯化亚砜 、 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 苯 为溶剂， 反应 21.83h， 生成 N-[2-(3,4-dimethoxyphenyl)ethyl]-7-hydroxy-2-oxo-2H-chromene-6-carboxamide
  参考文献：
  名称：

  Plant Coumarins: XVII. Synthesis and Transformations of 7-Hydroxy-2-oxo-2H-chromene-6-carboxamides

  摘要：

  Umbelliferone-6-carbonyl chloride reacted with amines and alpha-, beta-, and omega-amino acid methyl esters to afford the corresponding N-substituted 7-hydroxy-2-oxo-2H-chromene-6-carboxamides. The reaction of umbelliferone-6-carbonyl chloride with glycine gave 2-(7-hydroxy-2-oxo-2H-chromene-6-carboxamido)acetic acid which was converted into acid chloride, and the latter reacted with benzylamines and alpha-amino acid methyl esters to produce compounds containing a dipeptide fragment.

  DOI：

  10.1134/s1070428019100099

文献信息

• Plant Coumarins: XVII. Synthesis and Transformations of 7-Hydroxy-2-oxo-2H-chromene-6-carboxamides
  作者：D. O. Zakharov、A. V. Lipeeva、Yu. V. Gatilov、A. G. Makarov、E. E. Shults

  DOI：10.1134/s1070428019100099

  日期：2019.10

  Umbelliferone-6-carbonyl chloride reacted with amines and alpha-, beta-, and omega-amino acid methyl esters to afford the corresponding N-substituted 7-hydroxy-2-oxo-2H-chromene-6-carboxamides. The reaction of umbelliferone-6-carbonyl chloride with glycine gave 2-(7-hydroxy-2-oxo-2H-chromene-6-carboxamido)acetic acid which was converted into acid chloride, and the latter reacted with benzylamines and alpha-amino acid methyl esters to produce compounds containing a dipeptide fragment.