ethyl 2,2-difluoro-3-hydroxy-3-phenyl-5-chloropentanoate | 1402429-31-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2,2-difluoro-3-hydroxy-3-phenyl-5-chloropentanoate
• 英文别名: Ethyl 5-chloro-2,2-difluoro-3-hydroxy-3-phenylpentanoate；ethyl 5-chloro-2,2-difluoro-3-hydroxy-3-phenylpentanoate
• CAS: 1402429-31-5
• 化学式: C₁₃H₁₅ClF₂O₃
• 分子量: 292.71
• InChiKey: BWXNQEMVLZZRJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二氟溴乙酸乙酯 、 3-氯代苯丙酮 在 indium 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以91%的产率得到ethyl 2,2-difluoro-3-hydroxy-3-phenyl-5-chloropentanoate
  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.