(2R,4S,5R)-2,5-diphenylpyrrolidine-2,4-dicarboxylic acid 4-[(1R,2S)-1,2-di(2-methoxyphenyl)-2-(2-methylpropoxy)ethyl] ester 2-methyl ester | 1237738-32-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (2R,4S,5R)-2,5-diphenylpyrrolidine-2,4-dicarboxylic acid 4-[(1R,2S)-1,2-di(2-methoxyphenyl)-2-(2-methylpropoxy)ethyl] ester 2-methyl ester
• 英文别名: 4-O-[(1R,2S)-1,2-bis(2-methoxyphenyl)-2-(2-methylpropoxy)ethyl] 2-O-methyl (2R,4S,5R)-2,5-diphenylpyrrolidine-2,4-dicarboxylate
• CAS: 1237738-32-7
• 化学式: C₃₉H₄₃NO₇
• 分子量: 637.773
• InChiKey: LUUGFDSGZACPLU-DIWPRANHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  92.3
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  propenoic acid (1R,2S)-1,2-bis(2-methoxyphenyl)-2-(2-methylpropoxy)ethyl ester 、 N-benzyliden-α-phenyl-glycine methyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium bromide 作用下， 以 四氢呋喃 为溶剂， 生成 (2R,4S,5R)-2,5-diphenylpyrrolidine-2,4-dicarboxylic acid 4-[(1R,2S)-1,2-di(2-methoxyphenyl)-2-(2-methylpropoxy)ethyl] ester 2-methyl ester 、 (2S,4R,5S)-2,5-diphenylpyrrolidine-2,4-dicarboxylic acid 4-[(1R,2S)-1,2-di(2-methoxyphenyl)-2-(2-methylpropoxy)ethyl] ester 2-methyl ester
  参考文献：
  名称：

  Application of meso-hydrobenzoin-derived chiral auxiliaries for the stereoselective synthesis of highly substituted pyrrolidines by 1,3-dipolar cycloaddition of azomethine ylides

  摘要：

  The metal-catalyzed stereoselective 1,3-dipolar cycloaddition of azomethine ylides and acrylates using recyclable meso-hydrobenzoin-derived chiral auxiliaries is described. Cleavage of the auxiliary leads to highly substituted pyrrolidines in up to 87% enantiomeric excess. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.04.010

文献信息

• Application of meso-hydrobenzoin-derived chiral auxiliaries for the stereoselective synthesis of highly substituted pyrrolidines by 1,3-dipolar cycloaddition of azomethine ylides
  作者：Katharina Bica、Peter Gaertner

  DOI：10.1016/j.tetasy.2010.04.010

  日期：2010.4

  The metal-catalyzed stereoselective 1,3-dipolar cycloaddition of azomethine ylides and acrylates using recyclable meso-hydrobenzoin-derived chiral auxiliaries is described. Cleavage of the auxiliary leads to highly substituted pyrrolidines in up to 87% enantiomeric excess. (C) 2010 Elsevier Ltd. All rights reserved.