Benzyl-[2-benzyloxy-3,3-dimethyl-but-(E)-ylidene]-amine | 137869-47-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Benzyl-[2-benzyloxy-3,3-dimethyl-but-(E)-ylidene]-amine
• CAS: 137869-47-7
• 化学式: C₂₀H₂₅NO
• 分子量: 295.425
• InChiKey: CGAVBUSOXJNJSX-RCCKNPSSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.89
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  21.59
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Benzyl-[2-benzyloxy-3,3-dimethyl-but-(E)-ylidene]-amine 在 氯化二乙基铝 氨 、 sodium 、 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 45.0h， 生成 (1S,8aS)-1-tert-Butyl-7-methoxy-tetrahydro-oxazolo[3,4-a]pyridine-3,5-dione
  参考文献：
  名称：

  Diastereoselection in the Lewis acid catalyzed cycloaddition reaction of .alpha.-alkoxy imines

  摘要：

  The Lewis acid catalyzed cycloaddition reactions of alpha-benzyloxy imines (RCH(OCH2C6H5)CH = NCH2C6H5) were investigated using 1,3-dimethoxy-1-[(trimethylsilyl)oxy]-1,3-butadiene. The observed diastereoselectivity was dependent on both the Lewis acid and substrate structure. Strong Lewis acids such as diethylaluminum chloride (DEAC) exhibited moderate to good success in promoting the cycloaddition reaction. When DEAC was used as the Lewis acid, the diastereoselectivity was also dependent on the stoichiometry of the Lewis acid to the substrate. In general, the diastereoselectivity increased with increasing steric bulk of the R group.

  DOI：

  10.1021/jo00030a023
• 作为产物：
  描述：

  3,3-二甲基-2-苯基甲氧基丁醛 、 苄胺 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到Benzyl-[2-benzyloxy-3,3-dimethyl-but-(E)-ylidene]-amine
  参考文献：
  名称：

  Diastereoselection in the Lewis acid catalyzed cycloaddition reaction of .alpha.-alkoxy imines

  摘要：

  The Lewis acid catalyzed cycloaddition reactions of alpha-benzyloxy imines (RCH(OCH2C6H5)CH = NCH2C6H5) were investigated using 1,3-dimethoxy-1-[(trimethylsilyl)oxy]-1,3-butadiene. The observed diastereoselectivity was dependent on both the Lewis acid and substrate structure. Strong Lewis acids such as diethylaluminum chloride (DEAC) exhibited moderate to good success in promoting the cycloaddition reaction. When DEAC was used as the Lewis acid, the diastereoselectivity was also dependent on the stoichiometry of the Lewis acid to the substrate. In general, the diastereoselectivity increased with increasing steric bulk of the R group.

  DOI：

  10.1021/jo00030a023