anthracen-9-ylmethyl 3-((S)-1-hydroxy-3,3-dimethylbutan-2-ylcarbamoyl)propanoate | 1040399-83-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: anthracen-9-ylmethyl 3-((S)-1-hydroxy-3,3-dimethylbutan-2-ylcarbamoyl)propanoate
• 英文别名: anthracen-9-ylmethyl 4-[[(2S)-1-hydroxy-3,3-dimethylbutan-2-yl]amino]-4-oxobutanoate
• CAS: 1040399-83-4
• 化学式: C₂₅H₂₉NO₄
• 分子量: 407.51
• InChiKey: XFOPNIZLYAATMZ-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  anthracen-9-ylmethyl 3-((S)-1-hydroxy-3,3-dimethylbutan-2-ylcarbamoyl)propanoate 在 potassium carbonate 、 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到anthracen-9-ylmethyl 3-((S)-4-tert-butyl-4,5-dihydrooxazol-2-yl)propanoate
  参考文献：
  名称：

  Assembly of chiral monodentate ligands to chelates by donor–acceptor interactions

  摘要：

  The first examples of assembling monodentate oxazoline donor and acceptor ligands by charge transfer interactions are described to mimic bidentate ligands in asymmetric catalysis. The corresponding copper(II) complexes were used in an enantioselective Diels-Alder reaction and showed very high efficiency, but only moderate stereoselectivity. These complexes were successfully recovered and reused after precipitation in pentane. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.008
• 作为产物：
  描述：

  L-叔亮氨醇 、 4-(9-anthrylmethoxy)-4-oxobutanoic acid 在 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 1-羟基苯并三唑一水物 作用下， 以 二氯甲烷 为溶剂， 以31%的产率得到anthracen-9-ylmethyl 3-((S)-1-hydroxy-3,3-dimethylbutan-2-ylcarbamoyl)propanoate
  参考文献：
  名称：

  Assembly of chiral monodentate ligands to chelates by donor–acceptor interactions

  摘要：

  The first examples of assembling monodentate oxazoline donor and acceptor ligands by charge transfer interactions are described to mimic bidentate ligands in asymmetric catalysis. The corresponding copper(II) complexes were used in an enantioselective Diels-Alder reaction and showed very high efficiency, but only moderate stereoselectivity. These complexes were successfully recovered and reused after precipitation in pentane. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.04.008

文献信息

• Assembly of chiral monodentate ligands to chelates by donor–acceptor interactions
  作者：Olivier Chuzel、Caroline Magnier-Bouvier、Emmanuelle Schulz

  DOI：10.1016/j.tetasy.2008.04.008

  日期：2008.5

  The first examples of assembling monodentate oxazoline donor and acceptor ligands by charge transfer interactions are described to mimic bidentate ligands in asymmetric catalysis. The corresponding copper(II) complexes were used in an enantioselective Diels-Alder reaction and showed very high efficiency, but only moderate stereoselectivity. These complexes were successfully recovered and reused after precipitation in pentane. (C) 2008 Elsevier Ltd. All rights reserved.