4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid (S)-1-methyl-3-trimethylsilanyl-prop-2-ynyl ester | 472954-96-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid (S)-1-methyl-3-trimethylsilanyl-prop-2-ynyl ester
• 英文别名: 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoroundecanoic acid (1S)-1-methyl-3-(trimethylsilyl)-2-propynyl ester；[(2S)-4-trimethylsilylbut-3-yn-2-yl] 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate
• CAS: 472954-96-4
• 化学式: C₁₈H₁₇F₁₇O₂Si
• 分子量: 616.39
• InChiKey: IZUHPAVLMMCDHY-VIFPVBQESA-N

物化性质

• 沸点：
  319.0±42.0 °C(Predicted)
• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.59
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid (S)-1-methyl-3-trimethylsilanyl-prop-2-ynyl ester 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 68.0h， 生成 (S)-4-trimethylsilyl-3-butyn-2-ol
  参考文献：
  名称：

  Separation of enantiomers by lipase-catalyzed fluorous-phase delabeling

  摘要：

  Simultaneous enantiomer-selective fluorous-phase delabeling and kinetic resolution was achieved by lipase-catalyzed alcoholysis of highly fluorinated esters of racemic alcohols. The separation of the fast-reacting delabeled enantiomers and the slow-reacting fluorous-phase labeled enantiomers was performed very efficiently by partition in an organic/fluorous biphasic solvent system. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00258-2
• 作为产物：
  描述：

  4-三甲基硅-3-丁炔-2-醇 在 吡啶 、 4-二甲氨基吡啶 、 Candida antarctica B lipase 、 正丁醇 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 194.0h， 生成 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-Heptadecafluoro-undecanoic acid (S)-1-methyl-3-trimethylsilanyl-prop-2-ynyl ester
  参考文献：
  名称：

  Separation of enantiomers by lipase-catalyzed fluorous-phase delabeling

  摘要：

  Simultaneous enantiomer-selective fluorous-phase delabeling and kinetic resolution was achieved by lipase-catalyzed alcoholysis of highly fluorinated esters of racemic alcohols. The separation of the fast-reacting delabeled enantiomers and the slow-reacting fluorous-phase labeled enantiomers was performed very efficiently by partition in an organic/fluorous biphasic solvent system. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00258-2

文献信息

• Separation of enantiomers by lipase-catalyzed fluorous-phase delabeling
  作者：Sauda M Swaleh、Benno Hungerhoff、Helmut Sonnenschein、Fritz Theil

  DOI：10.1016/s0040-4020(02)00258-2

  日期：2002.5

  Simultaneous enantiomer-selective fluorous-phase delabeling and kinetic resolution was achieved by lipase-catalyzed alcoholysis of highly fluorinated esters of racemic alcohols. The separation of the fast-reacting delabeled enantiomers and the slow-reacting fluorous-phase labeled enantiomers was performed very efficiently by partition in an organic/fluorous biphasic solvent system. (C) 2002 Elsevier Science Ltd. All rights reserved.