N-(2-{(E)-2-[2'-(1-acetyl-1H-indol-2-yl)-3'-chloro-2,4',6,6'-tetramethoxy[1,10-biphenyl]-4-yl]ethenyl}phenyl)acetamide | 1130634-75-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-(2-{(E)-2-[2'-(1-acetyl-1H-indol-2-yl)-3'-chloro-2,4',6,6'-tetramethoxy[1,10-biphenyl]-4-yl]ethenyl}phenyl)acetamide
• 英文别名: N-[2-[(E)-2-[4-[2-(1-acetylindol-2-yl)-3-chloro-4,6-dimethoxyphenyl]-3,5-dimethoxyphenyl]ethenyl]phenyl]ethanimidic acid
• CAS: 1130634-75-1
• 化学式: C₃₆H₃₃ClN₂O₆
• 分子量: 625.121
• InChiKey: GAYXLIQWJSAATI-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  45
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  91.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-N-(2-(3,5-dimethoxystyryl)phenyl)acetamide 在 iron(III) chloride 、 水 、 氯化铵 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 以2.4%的产率得到N-(2-甲酰基苯基)乙酰胺
  参考文献：
  名称：

  A FeCl3-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction

  摘要：

  The FeCl3-promoted oxidative cyclization/coupling of acetamidostilbenes possessing 3-methoxy, 4-methoxy and 3,5-methoxy substitutions (21), (22) and (23) is described. Only 3,5-substitution gave rise to novel indolostilbenes, each possessing two stereogenic axes (axially chiral but racemic dimers (39) and (40)). The 4-methoxy substituted acetamidostilbenes, by contrast, yielded the bisindoline dimer (36). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.11.100

文献信息

• A FeCl3-promoted highly atropodiastereoselective cascade reaction: synthetic utility of radical cations in indolostilbene construction
  作者：Kartini Ahmad、Noel F. Thomas、Mat Ropi Mukhtar、Ibrahim Noorbatcha、Jean-Frederic Faizal Weber、Mohd Azlan Nafiah、Saraswati S. Velu、Koichi Takeya、Hiroshi Morita、Chuan-Gee Lim、A. Hamid A. Hadi、Khalijah Awang

  DOI：10.1016/j.tet.2008.11.100

  日期：2009.2

  The FeCl3-promoted oxidative cyclization/coupling of acetamidostilbenes possessing 3-methoxy, 4-methoxy and 3,5-methoxy substitutions (21), (22) and (23) is described. Only 3,5-substitution gave rise to novel indolostilbenes, each possessing two stereogenic axes (axially chiral but racemic dimers (39) and (40)). The 4-methoxy substituted acetamidostilbenes, by contrast, yielded the bisindoline dimer (36). (C) 2008 Elsevier Ltd. All rights reserved.