(2S)-2-[(2-溴苯氧基)甲基]环氧乙烷 | 1037411-79-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (2S)-2-[(2-溴苯氧基)甲基]环氧乙烷
• 英文名称: (2S)-2-[(2-bromophenoxy)methyl]oxirane
• 英文别名: (S)-2-(2-bromo-phenoxymethyl)oxirane；(S)-2-((2-bromophenoxy)methyl)oxirane；(S)-2-((2-Bromo-phenoxy)methyl)oxirane
• CAS: 1037411-79-2
• 化学式: C₉H₉BrO₂
• 分子量: 229.073
• InChiKey: CFPYDAOUKFUDEY-ZETCQYMHSA-N

物化性质

• 沸点：
  289.6±10.0 °C(Predicted)
• 密度：
  1.527±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-2-[(2-溴苯氧基)甲基]环氧乙烷 在 正丁基锂 、 盐酸 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 2.0h， 以3.24 g的产率得到(R)-(2,3-dihydrobenzofuran-3-yl)methanol
  参考文献：
  名称：

  Discovery of selective indole-based prostaglandin D2 receptor antagonist

  摘要：

  A series of N-benzoyl-2-methylindole-3-acetic acids were synthesized and biologically evaluated as prostaglandin (PG) D-2 receptor antagonists. Some of the selected compounds significantly inhibited OVA-induced vascular permeability in guinea pig conjunctiva after oral dosing. Structure-activity relationship study is presented. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.06.014
• 作为产物：
  描述：

  2-溴苯酚 、 (S)-(+)- 间硝基苯磺酸缩水甘油酯 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 19.5h， 以90.8%的产率得到(2S)-2-[(2-溴苯氧基)甲基]环氧乙烷
  参考文献：
  名称：

  WO2008/83054

  摘要：

  公开号：

文献信息

• Palladium-Catalyzed Intramolecular C−O Bond Formation
  作者：Shin-itsu Kuwabe、Karen E. Torraca、Stephen L. Buchwald

  DOI：10.1021/ja012046d

  日期：2001.12.1

  A number of oxygen heterocycles were synthesized using the palladium-catalyzed intramolecular etherification of aryl halides by employing di-tert-butylphosphinobiaryl ligands. The reaction proceeds under mild conditions using weak bases such as Cs2CO3 or K3PO4. A variety of functional groups are tolerated in the reaction. and enantioenriched alcohols can be coupled without erosion of optical purity. The mildness of the reaction conditions allows for the use of polyfunctionalized substrates. This method was used as the key step in the synthesis of MKC-242, an antidepressant currently in clinical trials. The synthesis of MKC-242 was achieved in 40% overall yield from commercially available sesamol and acrylonitrile,
• WO2008/83054
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery of selective indole-based prostaglandin D2 receptor antagonist
  作者：Maki Iwahashi、Atsushi Shimabukuro、Takahiro Onoda、Yoko Matsunaga、Yutaka Okada、Ryoji Matsumoto、Fumio Nambu、Hisao Nakai、Masaaki Toda

  DOI：10.1016/j.bmc.2011.06.014

  日期：2011.8

  A series of N-benzoyl-2-methylindole-3-acetic acids were synthesized and biologically evaluated as prostaglandin (PG) D-2 receptor antagonists. Some of the selected compounds significantly inhibited OVA-induced vascular permeability in guinea pig conjunctiva after oral dosing. Structure-activity relationship study is presented. (C) 2011 Elsevier Ltd. All rights reserved.