ethyl 3,3,3-trifluoro-2-hydroxy-2-(isoquinolin-1-ylmethyl)propanoate | 1419293-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: ethyl 3,3,3-trifluoro-2-hydroxy-2-(isoquinolin-1-ylmethyl)propanoate
• CAS: 1419293-61-0
• 化学式: C₁₅H₁₄F₃NO₃
• 分子量: 313.276
• InChiKey: WCVWCZQGHMAMSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  1-甲基异喹啉 、 3,3,3-三氟丙酮酸乙酯 在 ytterbium(III) triflate 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以91%的产率得到ethyl 3,3,3-trifluoro-2-hydroxy-2-(isoquinolin-1-ylmethyl)propanoate
  参考文献：
  名称：

  Lewis acid-catalyzed Csp3–H functionalization of methyl azaarenes with α-trifluoromethyl carbonyl compounds

  摘要：

  A Lewis acid promoted Csp(3)-H bond functionalization of methyl azaarenes with alpha-trifluoromethylated carbonyl compounds is described. Catalytic amounts of Yb(OTf)(3) provided a straightforward access to the corresponding trifluoromethylated alcohols in excellent yields up to 94% under mild reaction conditions. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.12.013

文献信息

• Iron-catalyzed C(sp3)–H functionalization of methyl azaarenes with α-oxoesters: a facile approach to lactic acid derivatives
  作者：Kun Jiang、Danwei Pi、Haifeng Zhou、Sensheng Liu、Kun Zou

  DOI：10.1016/j.tet.2014.02.069

  日期：2014.5

  A highly efficient method for the C(sp(3))-H functionalization of methyl azaarenes to alpha-oxoesters in the presence of iron(II) acetate as an inexpensive, nontoxic catalyst with moderate-to-excellent yields has been developed. This transformation represents a facile approach to medicinally important lactic acid derivatives. (C) 2014 Elsevier Ltd. All rights reserved.