N-cyclohexyl-1,1-diphenyl-L-phenylalaninol | 1176856-87-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: N-cyclohexyl-1,1-diphenyl-L-phenylalaninol
• 英文别名: (2S)-2-(cyclohexylamino)-1,1,3-triphenylpropan-1-ol
• CAS: 1176856-87-3
• 化学式: C₂₇H₃₁NO
• 分子量: 385.549
• InChiKey: FFKZKHYOKDXKCH-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-cyclohexyl-L-phenylalanine methyl ester 、 苯基溴化镁 在 水 、 氯化铵 作用下， 以 四氢呋喃 为溶剂， 生成 N-cyclohexyl-1,1-diphenyl-L-phenylalaninol
  参考文献：
  名称：

  Sterically encumbered chiral amino alcohols for titanium-catalyzed asymmetric intramolecular hydroamination of aminoallenes

  摘要：

  A variety of sterically encumbered amino alcohol ligands were prepared in a two-step modular synthesis. The titanium complexes of these ligands were prepared in situ and used as catalysts for hydroamination. The intramolecular hydroamination of 6-methyl-hepta-4,5-dienylamine at 135 degrees C with 5 mol % catalyst gave exclusively 2-(2-methyl-propenyl)-pyrrolidine with enantiomeric excesses up to 16%. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.04.013
• 作为试剂：
  描述：

  6-methyl-hepta-4,5-dienylamine 在 tetrakis(dimethylamido)titanium(IV) 、 N-cyclohexyl-1,1-diphenyl-L-phenylalaninol 作用下， 以 氘代苯 为溶剂， 反应 18.0h， 以100%的产率得到2-(2-methylprop-1-en-1-yl)pyrrolidine
  参考文献：
  名称：

  Sterically encumbered chiral amino alcohols for titanium-catalyzed asymmetric intramolecular hydroamination of aminoallenes

  摘要：

  A variety of sterically encumbered amino alcohol ligands were prepared in a two-step modular synthesis. The titanium complexes of these ligands were prepared in situ and used as catalysts for hydroamination. The intramolecular hydroamination of 6-methyl-hepta-4,5-dienylamine at 135 degrees C with 5 mol % catalyst gave exclusively 2-(2-methyl-propenyl)-pyrrolidine with enantiomeric excesses up to 16%. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.04.013

文献信息

• Sterically encumbered chiral amino alcohols for titanium-catalyzed asymmetric intramolecular hydroamination of aminoallenes
  作者：Amanda J. Hickman、Lauren D. Hughs、Casey M. Jones、Hanhan Li、Joanne E. Redford、Samuel J. Sobelman、J. Andrew Kouzelos、Adam. R. Johnson

  DOI：10.1016/j.tetasy.2009.04.013

  日期：2009.6

  A variety of sterically encumbered amino alcohol ligands were prepared in a two-step modular synthesis. The titanium complexes of these ligands were prepared in situ and used as catalysts for hydroamination. The intramolecular hydroamination of 6-methyl-hepta-4,5-dienylamine at 135 degrees C with 5 mol % catalyst gave exclusively 2-(2-methyl-propenyl)-pyrrolidine with enantiomeric excesses up to 16%. (C) 2009 Elsevier Ltd. All rights reserved.