benzyl 3-[[(1R,2R)-2-[(2,2-dimethyl-3-oxo-3-phenylmethoxypropanoyl)amino]cyclohexyl]amino]-2,2-dimethyl-3-oxopropanoate | 910116-97-1

• 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: benzyl 3-[[(1R,2R)-2-[(2,2-dimethyl-3-oxo-3-phenylmethoxypropanoyl)amino]cyclohexyl]amino]-2,2-dimethyl-3-oxopropanoate
• CAS: 910116-97-1
• 化学式: C₃₀H₃₈N₂O₆
• 分子量: 522.642
• InChiKey: CIPTWECSMQCJPB-DNQXCXABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl 3-[[(1R,2R)-2-[(2,2-dimethyl-3-oxo-3-phenylmethoxypropanoyl)amino]cyclohexyl]amino]-2,2-dimethyl-3-oxopropanoate 在 palladium on activated charcoal 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 26.0h， 生成 N-[(2S)-1-hydroxy-3-methylbutan-2-yl]-N'-[(1R,2R)-2-[[3-[[(2S)-1-hydroxy-3-methylbutan-2-yl]amino]-2,2-dimethyl-3-oxopropanoyl]amino]cyclohexyl]-2,2-dimethylpropanediamide
  参考文献：
  名称：

  Synthesis and Crystallographic Characterization of Chiral Bis-oxazoline-amides. Fine-Tunable Ligands for Pd-Catalyzed Asymmetric Alkylations

  摘要：

  New chiral chelating C-2 bis-oxazoline-amide ligands (1) exhibiting a highly flexible molecular structure have been prepared in high yield through a versatile synthetic pathway. Combined crystallographic, variable temperature (VT)-NMR, IR, and ESI-MS studies have been carried out to investigate the nature of the 1-Pd complexes that are effective tools in controlling the stereochemical outcome of Pd-catalyzed allylic alkylations (ee up to 98%).

  DOI：

  10.1021/jo060767v
• 作为产物：
  描述：

  3-(benzyloxy)-2,2-dimethyl-3-oxopropanoic acid 、 (1R,2R)-1,2-diaminocyclohexane 在 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以43%的产率得到benzyl 3-[[(1R,2R)-2-[(2,2-dimethyl-3-oxo-3-phenylmethoxypropanoyl)amino]cyclohexyl]amino]-2,2-dimethyl-3-oxopropanoate
  参考文献：
  名称：

  Synthesis and Crystallographic Characterization of Chiral Bis-oxazoline-amides. Fine-Tunable Ligands for Pd-Catalyzed Asymmetric Alkylations

  摘要：

  New chiral chelating C-2 bis-oxazoline-amide ligands (1) exhibiting a highly flexible molecular structure have been prepared in high yield through a versatile synthetic pathway. Combined crystallographic, variable temperature (VT)-NMR, IR, and ESI-MS studies have been carried out to investigate the nature of the 1-Pd complexes that are effective tools in controlling the stereochemical outcome of Pd-catalyzed allylic alkylations (ee up to 98%).

  DOI：

  10.1021/jo060767v

文献信息

• Synthesis and Crystallographic Characterization of Chiral Bis-oxazoline-amides. Fine-Tunable Ligands for Pd-Catalyzed Asymmetric Alkylations
  作者：Vincenzo Giulio Albano、Marco Bandini、Magda Monari、Eleonora Marcucci、Fabio Piccinelli、Achille Umani-Ronchi

  DOI：10.1021/jo060767v

  日期：2006.8.1

  New chiral chelating C-2 bis-oxazoline-amide ligands (1) exhibiting a highly flexible molecular structure have been prepared in high yield through a versatile synthetic pathway. Combined crystallographic, variable temperature (VT)-NMR, IR, and ESI-MS studies have been carried out to investigate the nature of the 1-Pd complexes that are effective tools in controlling the stereochemical outcome of Pd-catalyzed allylic alkylations (ee up to 98%).