N-{(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-isopropyl-formamide | 354112-92-8

• 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: N-{(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-isopropyl-formamide
• CAS: 354112-92-8
• 化学式: C₂₁H₂₈NOP
• 分子量: 341.433
• InChiKey: BYAHBFBQNSEUNA-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.01
• 重原子数：
  24.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.31
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  N-{(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-isopropyl-formamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以84 mg的产率得到(S)-N-iso-propyl-N-methyl-2-amino-3-methylbutyl-1-diphenylphosphine
  参考文献：
  名称：

  Investigation of the importance of nitrogen substituents in a N–P chiral ligand for enantioselective allylic alkylation

  摘要：

  The synthesis of three chiral chelate nitrogen-phosphorus (S)-valine derived ligands with the potential fur stereogenic nitrogen donation is described. In palladium catalysed allylic substitution reactions the ligands induced varying enantioselectivities ranging From 92%, e.e. of the (R)-enantiomer to 83% e.e. of the (S)-enantiomer. Structural and spectroscopic investigations into the origin of this effect were conducted, but were inconclusive. However, the importance of the consideration of N-substituents in such systems is highlighted. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00137-9
• 作为产物：
  描述：

  (S)-(2-氨基-3-甲基丁基)二苯基膦 在 aluminum oxide 、 lithium aluminium tetrahydride 、 乙酸酐 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 N-{(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-isopropyl-formamide
  参考文献：
  名称：

  Investigation of the importance of nitrogen substituents in a N–P chiral ligand for enantioselective allylic alkylation

  摘要：

  The synthesis of three chiral chelate nitrogen-phosphorus (S)-valine derived ligands with the potential fur stereogenic nitrogen donation is described. In palladium catalysed allylic substitution reactions the ligands induced varying enantioselectivities ranging From 92%, e.e. of the (R)-enantiomer to 83% e.e. of the (S)-enantiomer. Structural and spectroscopic investigations into the origin of this effect were conducted, but were inconclusive. However, the importance of the consideration of N-substituents in such systems is highlighted. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(01)00137-9

文献信息

• Investigation of the importance of nitrogen substituents in a N–P chiral ligand for enantioselective allylic alkylation
  作者：James C. Anderson、Rachel J. Cubbon、John D. Harling

  DOI：10.1016/s0957-4166(01)00137-9

  日期：2001.4

  The synthesis of three chiral chelate nitrogen-phosphorus (S)-valine derived ligands with the potential fur stereogenic nitrogen donation is described. In palladium catalysed allylic substitution reactions the ligands induced varying enantioselectivities ranging From 92%, e.e. of the (R)-enantiomer to 83% e.e. of the (S)-enantiomer. Structural and spectroscopic investigations into the origin of this effect were conducted, but were inconclusive. However, the importance of the consideration of N-substituents in such systems is highlighted. (C) 2001 Elsevier Science Ltd. All rights reserved.