ethyl 2,2-difluoro-3-(p-tolylsulfonylamino)-3-(4-chlorophenyl)propionate | 1402429-41-7

• 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: ethyl 2,2-difluoro-3-(p-tolylsulfonylamino)-3-(4-chlorophenyl)propionate
• 英文别名: Ethyl 3-(4-chlorophenyl)-2,2-difluoro-3-[(4-methylphenyl)sulfonylamino]propanoate；ethyl 3-(4-chlorophenyl)-2,2-difluoro-3-[(4-methylphenyl)sulfonylamino]propanoate
• CAS: 1402429-41-7
• 化学式: C₁₈H₁₈ClF₂NO₄S
• 分子量: 417.861
• InChiKey: WLJOIYQWMGTIRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  二氟溴乙酸乙酯 、 N-(4-氯苯亚甲基)-4-甲苯磺酰胺 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以85%的产率得到ethyl 2,2-difluoro-3-(p-tolylsulfonylamino)-3-(4-chlorophenyl)propionate
  参考文献：
  名称：

  Indium-Promoted Reformatsky Reaction: A Straightforward Access to β-Amino and β-Hydroxy α,α-Difluoro Carbonyl Compounds

  摘要：

  A versatile and practical methodology to access beta amino and beta-hydroxy alpha,alpha-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines, affording the corresponding and highly valuable gem-difluoto esters. The wide substrate scope highlights the chemoselectivity of the process.

  DOI：

  10.1021/jo301873y

文献信息

• Indium-Promoted Reformatsky Reaction: A Straightforward Access to β-Amino and β-Hydroxy α,α-Difluoro Carbonyl Compounds
  作者：Thomas Poisson、Marie-Charlotte Belhomme、Xavier Pannecoucke

  DOI：10.1021/jo301873y

  日期：2012.10.19

  A versatile and practical methodology to access beta amino and beta-hydroxy alpha,alpha-difluoro carbonyl compounds using indium metal is described. This methodology has been successfully applied to a broad range of substrates including aldehydes, ketones, and imines, affording the corresponding and highly valuable gem-difluoto esters. The wide substrate scope highlights the chemoselectivity of the process.