(1R,2S)-N-[4-tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl]benzylephedrine

• 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: (1R,2S)-N-[4-tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl]benzylephedrine
• 英文别名: (1R,2S)-2-[methyl-[[4-[tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl]phenyl]methyl]amino]-1-phenylpropan-1-ol
• 化学式: C₄₁H₃₂F₃₉NOSi
• 分子量: 1323.73
• InChiKey: MJIOEHYDVZSBLT-CVDCTZTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.28
• 重原子数：
  83
• 可旋转键数：
  27
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  41

反应信息

• 作为产物：
  描述：

  麻黄碱 、 4-[tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl]benzyl bromide 在 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以74%的产率得到(1R,2S)-N-[4-tris(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)silyl]benzylephedrine
  参考文献：
  名称：

  Enantioselective addition of diethylzinc to aldehydes catalyzed by fluorous β-aminoalcohols

  摘要：

  A fluorous aminoalcohol prepared from ephedrine has been used as a catalyst for the enantioselective addition of diethylzinc to aldehydes to afford the corresponding alcohols in up to 84% ee. The fluorous amino alcohol was easily recovered by a simple filtration through a fluorous reverse phase silica gel and was reusable without purification. (C) 2001 Elsevier Science Ltd. AU rights reserved.

  DOI：

  10.1016/s0040-4020(01)00483-5

文献信息

• Enantioselective addition of diethylzinc to aldehydes catalyzed by fluorous β-aminoalcohols
  作者：Yutaka Nakamura、Seiji Takeuchi、Kazuo Okumura、Yoshiaki Ohgo

  DOI：10.1016/s0040-4020(01)00483-5

  日期：2001.6

  A fluorous aminoalcohol prepared from ephedrine has been used as a catalyst for the enantioselective addition of diethylzinc to aldehydes to afford the corresponding alcohols in up to 84% ee. The fluorous amino alcohol was easily recovered by a simple filtration through a fluorous reverse phase silica gel and was reusable without purification. (C) 2001 Elsevier Science Ltd. AU rights reserved.