[(1R,4S)-4-[tert-butyl(dimethyl)silyl]oxycyclopent-2-en-1-yl] 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate | 472954-97-5

• 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: [(1R,4S)-4-[tert-butyl(dimethyl)silyl]oxycyclopent-2-en-1-yl] 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate
• CAS: 472954-97-5
• 化学式: C₂₂H₂₅F₁₇O₃Si
• 分子量: 688.497
• InChiKey: NHQZBPXVGJJHOU-NWDGAFQWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.04
• 重原子数：
  43
• 可旋转键数：
  14
• 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：
  20

反应信息

• 作为反应物：
  描述：

  [(1R,4S)-4-[tert-butyl(dimethyl)silyl]oxycyclopent-2-en-1-yl] 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 2-环戊烯-1-醇,4-[[(1,1-二甲基乙基)二甲基甲硅烷基]氧代]-,(1R,4S)-
  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：

  4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯 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 为溶剂， 反应 98.0h， 生成 [(1R,4S)-4-[tert-butyl(dimethyl)silyl]oxycyclopent-2-en-1-yl] 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoroundecanoate
  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.