(+/-)-2,3-Dichlor-4-(4-methoxyphenyl)-Δ^2,3-crotonlacton | 19419-26-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (+/-)-2,3-Dichlor-4-(4-methoxyphenyl)-Δ^2,3-crotonlacton
• 英文别名: 2(5H)-Furanone, 3,4-dichloro-5-(4-methoxyphenyl)-；3,4-dichloro-2-(4-methoxyphenyl)-2H-furan-5-one
• CAS: 19419-26-2
• 化学式: C₁₁H₈Cl₂O₃
• 分子量: 259.089
• InChiKey: MFALOMVJLSGZFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (+/-)-2,3-Dichlor-4-(4-methoxyphenyl)-Δ^2,3-crotonlacton 、 苄胺 以 乙醚 为溶剂， 以39%的产率得到(rac)-1-benzyl-4-chloro-5-(4-methoxyphenyl)-5-hydroxy-1,5-dihydropyrrol-2-one
  参考文献：
  名称：

  Cholecystokinin-2/gastrin antagonists: 5-hydroxy-5-aryl-pyrrol-2-ones as anti-inflammatory analgesics for the treatment of inflammatory bowel disease

  摘要：

  从黏液氯酸制备了芳基化的5-羟基吡咯-2-酮，经过两步合成，并通过一系列试验进行了优化，作为CCK2选择性配体。

  DOI：

  10.1039/c6md00707d
• 作为产物：
  描述：

  3,4-二氯-5-羟基-5H-呋喃-2-酮 、 苯甲醚 在 In(OSO₂CF₃)3 作用下， 以 甲苯 为溶剂， 以48%的产率得到(+/-)-2,3-Dichlor-4-(4-methoxyphenyl)-Δ^2,3-crotonlacton
  参考文献：
  名称：

  Lewis and Brönsted acid catalyzed Friedel–Crafts hydroxyalkylation of mucohalic acids: a facile synthesis of functionalized γ-aryl γ-butenolides

  摘要：

  A catalytic, green and practical method for Friedel-Crafts hydroxyalkylation of mucohalic acid has been accomplished. Reaction of mucohalic acids with various electron-rich aromatic compounds in the presence of catalytic (1 mol % to 10 mol %) In(OTf)(3) or Bronsted acid, such as H2SO4 in acetic acid provides gamma-aryl gamma-butenolides in moderate to excellent yield. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.009

文献信息

• Ettel et al., Chemicke Listy, 1952, vol. 46, p. 634
  作者：Ettel et al.

  DOI：——

  日期：——
• Lewis and Brönsted acid catalyzed Friedel–Crafts hydroxyalkylation of mucohalic acids: a facile synthesis of functionalized γ-aryl γ-butenolides
  作者：Ji Zhang、Peter G. Blazecka、Timothy T. Curran

  DOI：10.1016/j.tetlet.2007.02.009

  日期：2007.4

  A catalytic, green and practical method for Friedel-Crafts hydroxyalkylation of mucohalic acid has been accomplished. Reaction of mucohalic acids with various electron-rich aromatic compounds in the presence of catalytic (1 mol % to 10 mol %) In(OTf)(3) or Bronsted acid, such as H2SO4 in acetic acid provides gamma-aryl gamma-butenolides in moderate to excellent yield. (c) 2007 Elsevier Ltd. All rights reserved.
• Cholecystokinin-2/gastrin antagonists: 5-hydroxy-5-aryl-pyrrol-2-ones as anti-inflammatory analgesics for the treatment of inflammatory bowel disease
  作者：E. Lattmann、J. Sattayasai、R. Narayanan、N. Ngoc、D. Burrell、P. N. Balaram、T. Palizdar、P. Lattmann

  DOI：10.1039/c6md00707d

  日期：——

  Arylated 5-hydroxy-pyrrol-2-ones were prepared in 2 synthetic steps from mucochloric acid and optimised as CCK₂-selective ligands using a range of assays.

  从黏液氯酸制备了芳基化的5-羟基吡咯-2-酮，经过两步合成，并通过一系列试验进行了优化，作为CCK2选择性配体。