Ethyl 2-(trifluoromethyl)oxetane-2-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环丁烷
• 英文名称: Ethyl 2-(trifluoromethyl)oxetane-2-carboxylate
• 英文别名: ethyl 2-(trifluoromethyl)oxetane-2-carboxylate
• 化学式: C₇H₉F₃O₃
• 分子量: 198.14
• InChiKey: SBEKTPPQLBUPNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

文献信息

• Method for Producing Optically Active Fluorinated Oxetane
  申请人：Mikami Koichi

  公开号：US20110306781A1

  公开（公告）日：2011-12-15

  Disclosed is a method of producing an optically active fluorinated oxetane, which can be an important pharmaceutical or agricultural intermediate, by reaction of a fluorinated α-keto ester with an acyl alkenyl ether in the presence of a transition metal complex with an optically active ligand. This method utilizes a catalytic asymmetric synthesis process and does not require a stoichiometric amount of chiral source. It is thus possible to dramatically reduce the amount of use of the asymmetric catalyst especially when the reaction is performed at a high concentration of substrate (with the use of a small amount of reaction solvent) or in the absence of a reaction solvent (under neat conditions). Further, the target optically active fluorinated oxetane can be obtained with high yield and with very high optical purity. The product contains almost no difficult-to-separate impurity and shows high chemical purity.

  本发明揭示了一种制备光学活性氟代氧杂环的方法，该氧杂环可作为重要的制药或农业中间体，通过在具有光学活性配体的过渡金属配合物存在下，将氟代α-酮酯与酰基烯基醚反应。该方法利用催化不对称合成过程，不需要手性源的化学计量量，因此在反应底物浓度较高（使用少量反应溶剂）或在无反应溶剂的情况下（在干燥的条件下）进行反应时，可以显著减少对不对称催化剂的使用量。此外，目标光学活性氟代氧杂环可高产率地获得，并具有非常高的光学纯度。该产品几乎不含有难以分离的杂质，并显示出高化学纯度。
• US8809557B2
  申请人：——

  公开号：US8809557B2

  公开（公告）日：2014-08-19