4-Thiophenoxy-2-hydroxy-2-(trifluoromethyl)-5-phenethyltetrahydrofuran | 155624-38-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-Thiophenoxy-2-hydroxy-2-(trifluoromethyl)-5-phenethyltetrahydrofuran
• 英文别名: 5-(2-Phenylethyl)-4-phenylsulfanyl-2-(trifluoromethyl)oxolan-2-ol
• CAS: 155624-38-7
• 化学式: C₁₉H₁₉F₃O₂S
• 分子量: 368.42
• InChiKey: QSBYAXPIVVZQLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-Thiophenoxy-2-hydroxy-2-(trifluoromethyl)-5-phenethyltetrahydrofuran 在 硫酸 对甲苯磺酸 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 2-(Trifluoromethyl)-5-phenylethylfuran
  参考文献：
  名称：

  Synthesis of and Analysis of Thiol Additions to .beta.-Alkyl-.alpha.,.beta.-unsaturated Trifluoromethyl Ketones

  摘要：

  A series of beta-alkyl-alpha,beta-unsaturated trifluoromethyl ketones have been prepared from the corresponding alpha-acetylenic trifluoromethyl ketones. The addition of sulfur nucleophiles was shown by chemical and F-19 NMR studies to proceed exclusively by 1,4-addition with no indication of any 1,2-addition products. The unsaturated trifluoromethyl ketones have been shown to be effective inhibitors of rat cytosolic glutathione-S-transferase.

  DOI：

  10.1021/jo00084a009
• 作为产物：
  描述：

  (3S)-3-(tert-butyldimethylsiloxy)-5-phenyl-1-pentyne 在 氢氧化钾 、 lithium aluminium tetrahydride 、 正丁基锂 、 三氟化硼乙醚 、 氢氟酸 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 15.0h， 生成 4-Thiophenoxy-2-hydroxy-2-(trifluoromethyl)-5-phenethyltetrahydrofuran
  参考文献：
  名称：

  Synthesis of and Analysis of Thiol Additions to .beta.-Alkyl-.alpha.,.beta.-unsaturated Trifluoromethyl Ketones

  摘要：

  A series of beta-alkyl-alpha,beta-unsaturated trifluoromethyl ketones have been prepared from the corresponding alpha-acetylenic trifluoromethyl ketones. The addition of sulfur nucleophiles was shown by chemical and F-19 NMR studies to proceed exclusively by 1,4-addition with no indication of any 1,2-addition products. The unsaturated trifluoromethyl ketones have been shown to be effective inhibitors of rat cytosolic glutathione-S-transferase.

  DOI：

  10.1021/jo00084a009

文献信息

• Synthesis of and Analysis of Thiol Additions to .beta.-Alkyl-.alpha.,.beta.-unsaturated Trifluoromethyl Ketones
  作者：Russell J. Linderman、Eric A. Jamois、Scott D. Tennyson

  DOI：10.1021/jo00084a009

  日期：1994.3

  A series of beta-alkyl-alpha,beta-unsaturated trifluoromethyl ketones have been prepared from the corresponding alpha-acetylenic trifluoromethyl ketones. The addition of sulfur nucleophiles was shown by chemical and F-19 NMR studies to proceed exclusively by 1,4-addition with no indication of any 1,2-addition products. The unsaturated trifluoromethyl ketones have been shown to be effective inhibitors of rat cytosolic glutathione-S-transferase.