{(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-isopropylidene-amine | 354112-91-7

• 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: {(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-isopropylidene-amine
• CAS: 354112-91-7
• 化学式: C₂₀H₂₆NP
• 分子量: 311.407
• InChiKey: CKTFJZFNVVZXKY-HXUWFJFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  {(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-isopropylidene-amine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以100 mg的产率得到(S)-N-{1-[(diphenylphosphanyl)-methyl]-2-methyl-propyl}-N-methyl-benzamide
  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：

  (1S)-[1-[(diphenylphosphino)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester 在 aluminum oxide 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 {(S)-1-[(Diphenylphosphanyl)-methyl]-2-methyl-propyl}-isopropylidene-amine
  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