2-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-dimethylsilyl]ethyl 2,2-difluoro-1-(4-methoxyphenylimino)-4-methylcyclopent-3-enecarboxylate | 1152314-26-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-dimethylsilyl]ethyl 2,2-difluoro-1-(4-methoxyphenylimino)-4-methylcyclopent-3-enecarboxylate
• CAS: 1152314-26-5
• 化学式: C₂₉H₃₀F₁₉NO₃Si
• 分子量: 829.617
• InChiKey: PHAJYPHIXNYALC-UHFFFAOYSA-N

物化性质

• 沸点：
  528.2±50.0 °C(predicted)
• 密度：
  1.41±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.87
• 重原子数：
  53.0
• 可旋转键数：
  17.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  47.56
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-dimethylsilyl]ethyl 2,2-difluoro-1-(4-methoxyphenylimino)-4-methylcyclopent-3-enecarboxylate 、 溴甲苯 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以92%的产率得到benzyl 2,2-difluoro-1-(4-methoxyphenylamino)-4-methylcyclopent-3-enecarboxylate
  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：

  (E)-2-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-dimethylsilyl]ethyl 3,3-difluoro-2-(4-methoxyphenylimino)-2-(2-methylallyl)-5-phenylpent-4-enoate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到2-[(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecyl)-dimethylsilyl]ethyl 2,2-difluoro-1-(4-methoxyphenylimino)-4-methylcyclopent-3-enecarboxylate
  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