7-Phenyl-5-(tert-butyldimethylsiloxy)-1,1,1-trifluoro-3-heptyn-2-one | 155624-50-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-Phenyl-5-(tert-butyldimethylsiloxy)-1,1,1-trifluoro-3-heptyn-2-one
• 英文别名: 5-[Tert-butyl(dimethyl)silyl]oxy-1,1,1-trifluoro-7-phenylhept-3-yn-2-one
• CAS: 155624-50-3
• 化学式: C₁₉H₂₅F₃O₂Si
• 分子量: 370.487
• InChiKey: QBGBOKZFUXQYHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-Phenyl-5-(tert-butyldimethylsiloxy)-1,1,1-trifluoro-3-heptyn-2-one 在 lithium aluminium tetrahydride 、 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 13.0h， 生成 trans-7-Phenyl-5-hydroxy-1,1,1-trifluoro-3-hepten-2-one
  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：

  5-phenylpent-1-yn-3-ol 在 2,6-二甲基吡啶 、 正丁基锂 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 0.42h， 生成 7-Phenyl-5-(tert-butyldimethylsiloxy)-1,1,1-trifluoro-3-heptyn-2-one
  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.