6-(2-(tert-butyldimethylsilyloxy)-3,3,3-trifluoropropyl)-5,6-dihydro-2H-pyran-2-one | 1234064-07-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 6-(2-(tert-butyldimethylsilyloxy)-3,3,3-trifluoropropyl)-5,6-dihydro-2H-pyran-2-one
• 英文别名: 2-[2-[Tert-butyl(dimethyl)silyl]oxy-3,3,3-trifluoropropyl]-2,3-dihydropyran-6-one
• CAS: 1234064-07-3
• 化学式: C₁₄H₂₃F₃O₃Si
• 分子量: 324.416
• InChiKey: KYPYMVMWRCELSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-(2-(tert-butyldimethylsilyloxy)-3,3,3-trifluoropropyl)-5,6-dihydro-2H-pyran-2-one 在 四丁基氟化铵 、 水 、 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以77%的产率得到6-(3,3,3-trifluoro-2-hydroxypropyl)-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Synthesis and cytotoxic activity of fluorinated analogues of Goniothalamus lactones. Impact of fluorine on oxidative processes

  摘要：

  Novel fluorinated analogues of goniothalamin 1 and howiinol A 2 have been prepared from trifluorocrotonate derivatives. Trifluoromethyl goniothalamin (R/S) 4 showed a slightly lower activity than 1, while the trifluoromethyl howiinol A 16 exhibited similar activities on several cell lines in the micromolar range. Unlike (R) goniothalamin and howiinol A, trifluoromethyl parent compounds remained unchanged when submitted to biomimetic oxidative systems. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.032
• 作为产物：
  描述：

  6-(tert-butyldimethylsilyloxy)-7,7,7-trifluorohept-1-en-4-yl acrylate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以70%的产率得到6-(2-(tert-butyldimethylsilyloxy)-3,3,3-trifluoropropyl)-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Synthesis and cytotoxic activity of fluorinated analogues of Goniothalamus lactones. Impact of fluorine on oxidative processes

  摘要：

  Novel fluorinated analogues of goniothalamin 1 and howiinol A 2 have been prepared from trifluorocrotonate derivatives. Trifluoromethyl goniothalamin (R/S) 4 showed a slightly lower activity than 1, while the trifluoromethyl howiinol A 16 exhibited similar activities on several cell lines in the micromolar range. Unlike (R) goniothalamin and howiinol A, trifluoromethyl parent compounds remained unchanged when submitted to biomimetic oxidative systems. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.03.032