(1S)-N-methyl-N',1-diphenylethane-1,2-diamine | 1430747-36-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1S)-N-methyl-N',1-diphenylethane-1,2-diamine
• CAS: 1430747-36-6
• 化学式: C₁₅H₁₈N₂
• 分子量: 226.321
• InChiKey: RXDZEHYRIMZYJL-OAHLLOKOSA-N

物化性质

• 沸点：
  385.0±35.0 °C(Predicted)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S)-N-methyl-N',1-diphenylethane-1,2-diamine 在 三乙胺 、 三氯化磷 作用下， 以 苯 为溶剂， 反应 0.58h， 以71%的产率得到(4S)-2-chloro-3-methyl-1,4-diphenyl-1,3,2-diazaphospholidine
  参考文献：
  名称：

  Development of P∗-monodentate diamidophosphites with a C1-symmetric 1,2-diamine backbone: the effects of substituents in the 1,3,2-diazaphospholidine cycle on Pd-catalyzed asymmetric allylations

  摘要：

  We have designed and synthesized a small library of modular monodentate diamidophosphite ligands with stereogenic phosphorus atoms. The library was prepared efficiently from the commercially available and inexpensive (S)-N-Boc-amino acids. These novel ligands were screened in the Pd-catalyzed asymmetric allylations of (E)-1,3-diphenylallyl acetate with dimethyl malonate as the C-nucleophile with up to 93% ee being obtained. The results showed that the different substituents in the 1,3,2-diazaphospholidine cycle had remarkable effects on the enantioselectivity. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.02.010
• 作为产物：
  描述：

  (S)-tert-butyl (2-oxo-1-phenyl-2-(phenylamino)ethyl)carbamate 在 lithium aluminium tetrahydride 、 水 、 potassium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 8.0h， 生成 (1S)-N-methyl-N',1-diphenylethane-1,2-diamine
  参考文献：
  名称：

  Development of P∗-monodentate diamidophosphites with a C1-symmetric 1,2-diamine backbone: the effects of substituents in the 1,3,2-diazaphospholidine cycle on Pd-catalyzed asymmetric allylations

  摘要：

  We have designed and synthesized a small library of modular monodentate diamidophosphite ligands with stereogenic phosphorus atoms. The library was prepared efficiently from the commercially available and inexpensive (S)-N-Boc-amino acids. These novel ligands were screened in the Pd-catalyzed asymmetric allylations of (E)-1,3-diphenylallyl acetate with dimethyl malonate as the C-nucleophile with up to 93% ee being obtained. The results showed that the different substituents in the 1,3,2-diazaphospholidine cycle had remarkable effects on the enantioselectivity. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.02.010

文献信息

• Development of P∗-monodentate diamidophosphites with a C1-symmetric 1,2-diamine backbone: the effects of substituents in the 1,3,2-diazaphospholidine cycle on Pd-catalyzed asymmetric allylations
  作者：Konstantin N. Gavrilov、Alexei A. Shiryaev、Sergey V. Zheglov、Oksana V. Potapova、Ilya V. Chuchelkin、Ivan M. Novikov、Eugenie A. Rastorguev、Vadim A. Davankov

  DOI：10.1016/j.tetasy.2013.02.010

  日期：2013.4

  We have designed and synthesized a small library of modular monodentate diamidophosphite ligands with stereogenic phosphorus atoms. The library was prepared efficiently from the commercially available and inexpensive (S)-N-Boc-amino acids. These novel ligands were screened in the Pd-catalyzed asymmetric allylations of (E)-1,3-diphenylallyl acetate with dimethyl malonate as the C-nucleophile with up to 93% ee being obtained. The results showed that the different substituents in the 1,3,2-diazaphospholidine cycle had remarkable effects on the enantioselectivity. (c) 2013 Elsevier Ltd. All rights reserved.