tert-butyl (4-(1-(3,5-dimethylphenyl)vinyl)phenyl)carbamate | 1418308-63-0

• 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: tert-butyl (4-(1-(3,5-dimethylphenyl)vinyl)phenyl)carbamate
• 英文别名: tert-butyl N-[4-[1-(3,5-dimethylphenyl)ethenyl]phenyl]carbamate
• CAS: 1418308-63-0
• 化学式: C₂₁H₂₅NO₂
• 分子量: 323.435
• InChiKey: RQJPEUDBXIMWDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tert-butyl (4-(1-(3,5-dimethylphenyl)vinyl)phenyl)carbamate 在 C₃₀H₃₇IrN₂O₃P⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-) 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、103.42 kPa 条件下， 反应 15.0h， 生成 (S)-tert-butyl (4-(1-(3,5-dimethylphenyl)ethyl)phenyl)carbamate 、 (R)-tert-butyl (4-(1-(3,5-dimethylphenyl)ethyl)phenyl)carbamate
  参考文献：
  名称：

  Distinctive Meta-Directing Group Effect for Iridium-Catalyzed 1,1-Diarylalkene Enantioselective Hydrogenation

  摘要：

  An iridium-catalyzed asymmetric hydrogenation of 1,1-diarylkenes is described. Employing a novel, modular phosphoramidite ligand, PhosPrOx, in this transformation affords biologically relevant 1,1-diarylmethine products in good enantiomeric ratios (96.5:3.5 to 71:29). We propose that a meta-directing group, 3,5-dimethoxyphenyl, is responsible for the observed enantioselection, the highest reported, to date, for iridium-catalyzed hydrogenation of 1,1-diarylalkenes lacking ortho-directing groups.

  DOI：

  10.1021/ol303465c
• 作为产物：
  描述：

  4-乙酰基苯基氨基甲酸叔丁酯 在 盐酸 、 正丁基锂 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 4.75h， 生成 tert-butyl (4-(1-(3,5-dimethylphenyl)vinyl)phenyl)carbamate
  参考文献：
  名称：

  Distinctive Meta-Directing Group Effect for Iridium-Catalyzed 1,1-Diarylalkene Enantioselective Hydrogenation

  摘要：

  An iridium-catalyzed asymmetric hydrogenation of 1,1-diarylkenes is described. Employing a novel, modular phosphoramidite ligand, PhosPrOx, in this transformation affords biologically relevant 1,1-diarylmethine products in good enantiomeric ratios (96.5:3.5 to 71:29). We propose that a meta-directing group, 3,5-dimethoxyphenyl, is responsible for the observed enantioselection, the highest reported, to date, for iridium-catalyzed hydrogenation of 1,1-diarylalkenes lacking ortho-directing groups.

  DOI：

  10.1021/ol303465c

文献信息

• Distinctive <i>Meta</i>-Directing Group Effect for Iridium-Catalyzed 1,1-Diarylalkene Enantioselective Hydrogenation
  作者：Elizabeth N. Bess、Matthew S. Sigman

  DOI：10.1021/ol303465c

  日期：2013.2.1

  An iridium-catalyzed asymmetric hydrogenation of 1,1-diarylkenes is described. Employing a novel, modular phosphoramidite ligand, PhosPrOx, in this transformation affords biologically relevant 1,1-diarylmethine products in good enantiomeric ratios (96.5:3.5 to 71:29). We propose that a meta-directing group, 3,5-dimethoxyphenyl, is responsible for the observed enantioselection, the highest reported, to date, for iridium-catalyzed hydrogenation of 1,1-diarylalkenes lacking ortho-directing groups.