2-bromo-2-butenoyl cyanide

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-2-butenoyl cyanide
• 英文别名: (E)-2-bromobut-2-enoyl cyanide
• 化学式: C₅H₄BrNO
• 分子量: 173.997
• InChiKey: ZJWMICVHQONXQT-DUXPYHPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  托品酮 、 2-bromo-2-butenoyl cyanide 在 lithium diisopropyl amide 作用下， 生成
  参考文献：
  名称：

  Synthesis of pyranotropanes via enantioselective deprotonation strategy

  摘要：

  Synthesis of tropane alkaloids darlingine, chalcostrobamine and isobellendine both in the racemic form and as unnatural enantiomers is described. Enantioselective deprotonation of tropinone, which proceeded with ca 90% ee, was the key step in each of the syntheses. Enantioselectivity was increased in the presence of LiCl.

  DOI：

  10.1016/s0040-4039(00)73063-2

文献信息

• Synthesis of pyranotropanes via enantioselective deprotonation strategy
  作者：Marek Majewski、Ryszard Lazny

  DOI：10.1016/s0040-4039(00)73063-2

  日期：1994.5

  Synthesis of tropane alkaloids darlingine, chalcostrobamine and isobellendine both in the racemic form and as unnatural enantiomers is described. Enantioselective deprotonation of tropinone, which proceeded with ca 90% ee, was the key step in each of the syntheses. Enantioselectivity was increased in the presence of LiCl.