(+)-trans-2,2-dibromo-3-phenylcyclopropanecarboxylic acid methyl ester | 1205000-67-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (+)-trans-2,2-dibromo-3-phenylcyclopropanecarboxylic acid methyl ester
• CAS: 1205000-67-4
• 化学式: C₁₁H₁₀Br₂O₂
• 分子量: 334.007
• InChiKey: HELACOXDSKRINN-DTWKUNHWSA-N

物化性质

• 熔点：
  94-96 °C
• 沸点：
  342.1±42.0 °C(predicted)
• 密度：
  1.833±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (+)-trans-2,2-dibromo-3-phenylcyclopropanecarboxylic acid methyl ester 在 三正丁基氢锡 作用下， 以 苯 为溶剂， 以100%的产率得到(1R,2R)-2-phenylcyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Stereo- and regiocontrol in ene-dimerisation and trimerisation of 1-trimethylsilyl-3-phenylcyclopropene

  摘要：

  1-Trimethylsilyl-3-phenylcyclopropene and its 2D-analog undergo a highly stereocontrolled ene-reaction to give a single dinner. Further reaction leads to one or more trimers derived through two ene-reactions. The dinner formed easily undergoes cycloaddition with active dienes and nitrile oxides while the trimers do not react under the same conditions. The first enantioselective example of an ene-reaction of cyclopropene derivatives using optically active 1-trimethylsilyl-3S-phenylcyclopropene is also discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.077
• 作为产物：
  描述：

  甲醇 、 C₁₀H₇Br₂ClO 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以311 mg的产率得到(+)-trans-2,2-dibromo-3-phenylcyclopropanecarboxylic acid methyl ester
  参考文献：
  名称：

  Stereo- and regiocontrol in ene-dimerisation and trimerisation of 1-trimethylsilyl-3-phenylcyclopropene

  摘要：

  1-Trimethylsilyl-3-phenylcyclopropene and its 2D-analog undergo a highly stereocontrolled ene-reaction to give a single dinner. Further reaction leads to one or more trimers derived through two ene-reactions. The dinner formed easily undergoes cycloaddition with active dienes and nitrile oxides while the trimers do not react under the same conditions. The first enantioselective example of an ene-reaction of cyclopropene derivatives using optically active 1-trimethylsilyl-3S-phenylcyclopropene is also discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.077