N-benzyloxy-2R,3R-dibenzoyltartarimide | 177275-19-3

• 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-benzyloxy-2R,3R-dibenzoyltartarimide
• 英文别名: [(3R,4R)-4-benzoyloxy-2,5-dioxo-1-phenylmethoxypyrrolidin-3-yl] benzoate
• CAS: 177275-19-3
• 化学式: C₂₅H₁₉NO₇
• 分子量: 445.428
• InChiKey: PTQATCATPKKZQA-NHCUHLMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  33
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  99.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-benzyloxy-2R,3R-dibenzoyltartarimide 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 5.0h， 以93%的产率得到(3R,4R)-1-hydroxy-2,5-dioxopyrrolidin-3,4-diyl dibenzoate
  参考文献：
  名称：

  Synthesis and resolution of 2-(cyclohexyl-4-(2-quinolylmethoxy)phenyl)methoxyiminopropionic acid, leukotriene biosynthesis inhibitors

  摘要：

  The synthesis and resolution of 2-(E)-(cyclohexyl-4-(2-quinolylmethoxy)phenyl)methoxyiminopropionic acid 1, a potent leukotriene biosynthesis inhibitor is described. Dibenzoyltartaric acid was used as the chiral auxiliary for the resolution of the hydroxylamine intermediates used in the synthesis. A difficult chromatographic separation was made more practical by changing the order of elution of diastereomers by selection of the natural or unatural tartaric acid auxiliary. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00340-0
• 作为产物：
  描述：

  O-苄基羟胺 、 (+)-二苄氧基-L-酒石酸酐 在 氯化亚砜 作用下， 生成 N-benzyloxy-2R,3R-dibenzoyltartarimide
  参考文献：
  名称：

  Synthesis and resolution of 2-(cyclohexyl-4-(2-quinolylmethoxy)phenyl)methoxyiminopropionic acid, leukotriene biosynthesis inhibitors

  摘要：

  The synthesis and resolution of 2-(E)-(cyclohexyl-4-(2-quinolylmethoxy)phenyl)methoxyiminopropionic acid 1, a potent leukotriene biosynthesis inhibitor is described. Dibenzoyltartaric acid was used as the chiral auxiliary for the resolution of the hydroxylamine intermediates used in the synthesis. A difficult chromatographic separation was made more practical by changing the order of elution of diastereomers by selection of the natural or unatural tartaric acid auxiliary. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0957-4166(96)00340-0

文献信息

• Synthesis and resolution of 2-(cyclohexyl-4-(2-quinolylmethoxy)phenyl)methoxyiminopropionic acid, leukotriene biosynthesis inhibitors
  作者：Teodozyj Kolasa、David E. Gunn、Andrew O. Stewart、Clint D.W. Brooks

  DOI：10.1016/0957-4166(96)00340-0

  日期：1996.9

  The synthesis and resolution of 2-(E)-(cyclohexyl-4-(2-quinolylmethoxy)phenyl)methoxyiminopropionic acid 1, a potent leukotriene biosynthesis inhibitor is described. Dibenzoyltartaric acid was used as the chiral auxiliary for the resolution of the hydroxylamine intermediates used in the synthesis. A difficult chromatographic separation was made more practical by changing the order of elution of diastereomers by selection of the natural or unatural tartaric acid auxiliary. Copyright (C) 1996 Elsevier Science Ltd