3-[(Z)-Benzhydrylimino]-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one | 179320-69-5

• 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: 3-[(Z)-Benzhydrylimino]-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one
• 英文别名: 3-Benzhydrylimino-1-(4-methoxyphenyl)-4-phenylazetidin-2-one
• CAS: 179320-69-5
• 化学式: C₂₉H₂₄N₂O₂
• 分子量: 432.522
• InChiKey: WFAKXCDFFLEHIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-[(Z)-Benzhydrylimino]-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one 在 盐酸羟胺 、 potassium tert-butylate 、 sodium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 生成 [(3S,4R)-1-(4-Methoxy-phenyl)-2-oxo-4-phenyl-azetidin-3-yl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Efficient Transamination under Mild Conditions:  Preparation of Primary Amine Derivatives from Carbonyl Compounds via Imine Isomerization with Catalytic Amounts of Potassium tert-Butoxide

  摘要：

  1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.

  DOI：

  10.1021/jo952124d
• 作为产物：
  描述：

  1-(4-methoxyphenyl)-4-phenylazetidine-2,3-dione 、 二苯甲胺 在 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以76%的产率得到3-[(Z)-Benzhydrylimino]-1-(4-methoxy-phenyl)-4-phenyl-azetidin-2-one
  参考文献：
  名称：

  Efficient Transamination under Mild Conditions:  Preparation of Primary Amine Derivatives from Carbonyl Compounds via Imine Isomerization with Catalytic Amounts of Potassium tert-Butoxide

  摘要：

  1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.

  DOI：

  10.1021/jo952124d

文献信息

• Efficient Transamination under Mild Conditions:  Preparation of Primary Amine Derivatives from Carbonyl Compounds <i>via</i> Imine Isomerization with Catalytic Amounts of Potassium <i>tert</i>-Butoxide
  作者：Gianfranco Cainelli、Daria Giacomini、Alessandra Trerè、Pietro Pilo Boyl

  DOI：10.1021/jo952124d

  日期：1996.1.1

  1,3-Prototropic rearrangement of N-diphenylmethanimines was successfully performed with a catalytic amount of potassium tert-butoxide. This procedure can also be used with aliphatic and aromatic aldimines and was extended to the isomerization of (1R)-camphorquinone monoimine and N-(4-methoxyphenyl)-4-phenyl-3-iminoazetidin-2-one. The isomerized imines were easily hydrolyzed and isolated as Cbz derivatives.