(2E,4E)-benzyl 3,3-difluoro-2-(4-methoxyphenylimino)-5-phenylpent-4-enoate | 1152314-07-2

• 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: (2E,4E)-benzyl 3,3-difluoro-2-(4-methoxyphenylimino)-5-phenylpent-4-enoate
• CAS: 1152314-07-2
• 化学式: C₂₅H₂₁F₂NO₃
• 分子量: 421.443
• InChiKey: VAGKRKGCTRGVQO-OZXQKKSJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.86
• 重原子数：
  31.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  47.89
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2E,4E)-benzyl 3,3-difluoro-2-(4-methoxyphenylimino)-5-phenylpent-4-enoate 、 bromozinc(1+),2-methanidylprop-1-ene 以 四氢呋喃 为溶剂， 以80%的产率得到(E)-benzyl 3,3-difluoro-2-(4-methoxyphenylamino)-2-(2-methylallyl)-5-phenylpent-4-enoate
  参考文献：
  名称：

  Solution and fluorous phase synthesis of β,β-difluorinated 1-amino-1-cyclopentane carboxylic acid derivatives

  摘要：

  An efficient protocol for the preparation of beta,beta-difluorinated 1-amino-1-cyclopentane carboxylic acid derivatives was developed. 2,2-Difluro-4-phenyl-3-butenoic acid 6 was used as substrate for the preparation of the starting vinyl difluoro imino esters 8. The key steps of this methodology rely on the chemo- and diastereoselective addition of allylzinc bromides over the iminic functionality of 8 and subsequent RCM reaction. This synthetic sequence was successfully applied to fluorous synthesis. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.04.006
• 作为产物：
  描述：

  (1Z,3E)-2,2-difluoro-N-(4-methoxyphenyl)-4-phenylbut-3-enimidoyl iodide 、 一氧化碳 、 苯甲醇 在 potassium carbonate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 以107 mg的产率得到(2E,4E)-benzyl 3,3-difluoro-2-(4-methoxyphenylimino)-5-phenylpent-4-enoate
  参考文献：
  名称：

  Solution and fluorous phase synthesis of β,β-difluorinated 1-amino-1-cyclopentane carboxylic acid derivatives

  摘要：

  An efficient protocol for the preparation of beta,beta-difluorinated 1-amino-1-cyclopentane carboxylic acid derivatives was developed. 2,2-Difluro-4-phenyl-3-butenoic acid 6 was used as substrate for the preparation of the starting vinyl difluoro imino esters 8. The key steps of this methodology rely on the chemo- and diastereoselective addition of allylzinc bromides over the iminic functionality of 8 and subsequent RCM reaction. This synthetic sequence was successfully applied to fluorous synthesis. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.04.006