(2E)-N-tert-butyl-5-methylhexa-2,4-dien-1-imine | 147227-29-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2E)-N-tert-butyl-5-methylhexa-2,4-dien-1-imine
• CAS: 147227-29-0
• 化学式: C₁₁H₁₉N
• 分子量: 165.279
• InChiKey: GOHDLCWGVOOGLA-LAMBRSFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2E)-N-tert-butyl-5-methylhexa-2,4-dien-1-imine 在 zinc(II) chloride 作用下， 以 乙醚 、 水 为溶剂， 反应 1.0h， 生成 (E)-5-methylhexa-2,4-dienal
  参考文献：
  名称：

  A simple and highly stereoselective route to E-.alpha.,.beta.-unsaturated aldehydes

  摘要：

  Zinc bromide mediated reaction of alpha,alpha-bis(trimethylsilyl)-tert-butylacetaldimine (3) with a wide range of aldehydes takes place under mild conditions and affords the corresponding alpha,beta-unsaturated aldehydes in good yields and with very high E stereoselectivity (>98%). This procedure is successfully applied to the preparation of intermediates for retinoid and natural product synthesis.

  DOI：

  10.1021/jo00061a027
• 作为产物：
  描述：

  2-三甲基甲硅烷基-N-叔丁基乙酰胺 在 zinc dibromide 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 8.75h， 生成 (2E)-N-tert-butyl-5-methylhexa-2,4-dien-1-imine
  参考文献：
  名称：

  A simple and highly stereoselective route to E-.alpha.,.beta.-unsaturated aldehydes

  摘要：

  Zinc bromide mediated reaction of alpha,alpha-bis(trimethylsilyl)-tert-butylacetaldimine (3) with a wide range of aldehydes takes place under mild conditions and affords the corresponding alpha,beta-unsaturated aldehydes in good yields and with very high E stereoselectivity (>98%). This procedure is successfully applied to the preparation of intermediates for retinoid and natural product synthesis.

  DOI：

  10.1021/jo00061a027

文献信息

• A simple and highly stereoselective route to E-.alpha.,.beta.-unsaturated aldehydes
  作者：Moncef Bellassoued、Assieh Majidi

  DOI：10.1021/jo00061a027

  日期：1993.4

  Zinc bromide mediated reaction of alpha,alpha-bis(trimethylsilyl)-tert-butylacetaldimine (3) with a wide range of aldehydes takes place under mild conditions and affords the corresponding alpha,beta-unsaturated aldehydes in good yields and with very high E stereoselectivity (>98%). This procedure is successfully applied to the preparation of intermediates for retinoid and natural product synthesis.