N,N-bis<(1R,2S)-1-hydroxy-1-phenylpropan-2-yl>methylamine | 150125-79-4

• 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,N-bis<(1R,2S)-1-hydroxy-1-phenylpropan-2-yl>methylamine
• 英文别名: bis-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amine；Bis-((1S,2R)-2-hydroxy-1-methyl-2-phenyl-aethyl)-methyl-amin；(1R,2S)-2-[[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-methylamino]-1-phenylpropan-1-ol
• CAS: 150125-79-4
• 化学式: C₁₉H₂₅NO₂
• 分子量: 299.413
• InChiKey: NMDQPQZDHKIINX-LNMJFAINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 N,N-bis<(1R,2S)-1-hydroxy-1-phenylpropan-2-yl>methylamine 生成 bis-(2-benzoyloxy-1-methyl-2-phenyl-ethyl)-methyl-amine
  参考文献：
  名称：

  Schmidt; Eberhard, Archiv der Pharmazie, 1915, vol. 253, p. 64,66

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium amalgam 、 水 作用下， 生成 N,N-bis<(1R,2S)-1-hydroxy-1-phenylpropan-2-yl>methylamine
  参考文献：
  名称：

  Schmidt; Eberhard, Archiv der Pharmazie, 1915, vol. 253, p. 64,66

  摘要：

  DOI：

文献信息

• Synthesis of chiral diaza-18-crown-6 derivatives from optically active diethanolamines
  作者：Erik F. J. de Vries、Pablo Steenwinkel、Johannes Brussee、Chris G. Kruse、Arne van der Gen

  DOI：10.1021/jo00068a029

  日期：1993.7

  Homotopic 1,10-diaza-18-crown-6 derivatives with two, four, and six chiral centers have been prepared in optically active form from diethanolamines via a cyclization reaction with tosylates 39 and 48. The requisite optically active diethanolamines were prepared from chiral cyanohydrins and chiral ethanolamines by a one-pot Grignard-transimination-reduction or a one-pot reduction-transimination-reduction procedure. Yields were strongly affected by the size of the substituents alpha to the nitrogen atom. The stereoselectivity of the diethanolamine synthesis was found to depend on the configuration of the ethanolamine used.
• Enantioselective oxidation of aromatic ketones by molecular oxygen, catalyzed by chiral monoaza-crown ethers
  作者：Erik F.J. de Vries、Lisette Ploeg、Marcello Colao、Johannes Brussee、Arne van der Gen

  DOI：10.1016/0957-4166(95)00138-f

  日期：1995.5

  Chiral monoaza-15-crown-5 ethers 3a-c and monoaza-18-crown-6 ethers 3d-f have been synthesized from optically active diethanolamines in moderate to good yields. One of these crown ethers, i.e. 3a, proved to be both an efficient and a selective phase transfer catalyst in the asymmetric oxidation of aromatic ketones:by molecular oxygen. Yields of the oxidation reaction were high and enantiomeric ! excesses of up to 72% could be obtained. To account for the remarkable differences in asymmetric induction between the crown ethers tested, a model for the:structure of the transition stare was proposed.
• Schmidt, Archiv der Pharmazie, 1915, vol. 253, p. 57
  作者：Schmidt

  DOI：——

  日期：——
• Schmidt; Eberhard, Archiv der Pharmazie, 1915, vol. 253, p. 64,66
  作者：Schmidt、Eberhard

  DOI：——

  日期：——