tert-butyl (3-((4-methoxyphenyl)amino)-3-oxo-2-phenylprop-1-en-1-yl)carbamate | 1172133-09-3

• 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: tert-butyl (3-((4-methoxyphenyl)amino)-3-oxo-2-phenylprop-1-en-1-yl)carbamate
• CAS: 1172133-09-3
• 化学式: C₂₁H₂₄N₂O₄
• 分子量: 368.433
• InChiKey: LURCYJCCKCFPBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  76.66
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-(4-methoxyphenyl)diazoacetamide 、 benzaldehyde N-boc imine 在 S-联萘酚磷酸酯 作用下， 以 甲苯 为溶剂， 反应 0.17h， 生成 1-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-3-phenylaziridine-2-carboxamide 、 tert-butyl (3-((4-methoxyphenyl)amino)-3-oxo-2-phenylprop-1-en-1-yl)carbamate
  参考文献：
  名称：

  Highly Efficient Asymmetric Trans-Selective Aziridination of Diazoacetamides and N-Boc-imines Catalyzed by Chiral Brønsted Acids

  摘要：

  A clean and fast (10 min) aziridination of diazoacetamides with N-Boc-imines, as well as N-Cbz-imines, catalyzed by chiral phosphoric acid (R)-5g in DCM at room temperature was developed, The excellent yields (89-97%), diastereoselectivities (trans/cis > 50:1), chemoselectivities (3:4 = >95:5), and enantioselectivities (88-98% ee) were achieved in the reaction.

  DOI：

  10.1021/ol901047w

文献信息

• Highly Efficient Asymmetric <i>Trans-</i>Selective Aziridination of Diazoacetamides and <i>N</i>-Boc-imines Catalyzed by Chiral Brønsted Acids
  作者：Xiaofei Zeng、Xin Zeng、Zhenjiang Xu、Min Lu、Guofu Zhong

  DOI：10.1021/ol901047w

  日期：2009.7.16

  A clean and fast (10 min) aziridination of diazoacetamides with N-Boc-imines, as well as N-Cbz-imines, catalyzed by chiral phosphoric acid (R)-5g in DCM at room temperature was developed, The excellent yields (89-97%), diastereoselectivities (trans/cis > 50:1), chemoselectivities (3:4 = >95:5), and enantioselectivities (88-98% ee) were achieved in the reaction.