N,N'-1,3-propane-bis((2S)-2-(diphenylmethyl)pyrrolidine)

• 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'-1,3-propane-bis((2S)-2-(diphenylmethyl)pyrrolidine)
• 英文别名: (2S)-2-benzhydryl-1-[3-[(2S)-2-benzhydrylpyrrolidin-1-yl]propyl]pyrrolidine
• 化学式: C₃₇H₄₂N₂
• 分子量: 514.754
• InChiKey: NYWFRUJBRBKLMO-PXLJZGITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  39
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-proline-N-ethyl carbamate methyl ester 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 59.0h， 生成 N,N'-1,3-propane-bis((2S)-2-(diphenylmethyl)pyrrolidine)
  参考文献：
  名称：

  A short synthesis of (S)-2-(diphenylmethyl)pyrrolidine, a chiral solvating agent for NMR analysis

  摘要：

  A three step synthesis of (S)-2(diphenylmethyl)pyrrolidine 4 is described which allows its preparation on a large scale. The C-2 symmetric diamines 5 and 6 have been prepared from 4 and are attractive as potential ligands for asymmetric transformations. Pyrrolidine 4 has been assessed as a chiral solvating agent for the NMR analysis of chiral compounds. It emerges as a good CSA for carboxylic acids and some secondary alcohols. (C) 1997, Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(96)00495-8

文献信息

• A short synthesis of (S)-2-(diphenylmethyl)pyrrolidine, a chiral solvating agent for NMR analysis
  作者：David J. Bailey、David O'Hagan、Mustafa Tavasli

  DOI：10.1016/s0957-4166(96)00495-8

  日期：1997.1

  A three step synthesis of (S)-2(diphenylmethyl)pyrrolidine 4 is described which allows its preparation on a large scale. The C-2 symmetric diamines 5 and 6 have been prepared from 4 and are attractive as potential ligands for asymmetric transformations. Pyrrolidine 4 has been assessed as a chiral solvating agent for the NMR analysis of chiral compounds. It emerges as a good CSA for carboxylic acids and some secondary alcohols. (C) 1997, Elsevier Science Ltd. All rights reserved.