(4R,5R)-2-[6-((4R,5R)-4,5-Diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridin-2-yl]-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester | 874304-95-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4R,5R)-2-[6-((4R,5R)-4,5-Diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridin-2-yl]-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
• CAS: 874304-95-7
• 化学式: C₄₆H₄₇N₅O₂
• 分子量: 701.911
• InChiKey: MBMZWMXTLWDYKM-LZHPJWCKSA-N

物化性质

• 熔点：
  72-73 °C
• 沸点：
  799.8±70.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.06
• 重原子数：
  53.0
• 可旋转键数：
  8.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  79.18
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (4R,5R)-2-[6-((4R,5R)-4,5-Diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridin-2-yl]-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester 、 乙酰氯 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以81%的产率得到2-(1-((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl-3-oxycarbonyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)-6-(1-(acetyl)-[4R,5R]-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl)pyridine
  参考文献：
  名称：

  Synthesis of a novel class of chiral N,N,N-tridentate pyridinebisimidazoline ligands and their application in Ru-catalyzed asymmetric epoxidations

  摘要：

  A new class of easily tunable N,N,N-pyridinebisimidazoline (pybim) ligands have been synthesized. The synthesis and tunability of these chiral tridentate ligands are much easier and flexible compared to the popular pyboxes, making the former a suitable ligand tool box for various asymmetric transformations. Ruthenium complexes of the new ligands were synthesized and applied in the asymmetric epoxidation of olefins using hydrogen peroxide as the oxidant. Excellent yields and moderate to good enantioselectivities were achieved in the epoxidation of aromatic olefins. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.060
• 作为产物：
  描述：

  2,6-吡啶二甲腈 在 4-二甲氨基吡啶 、 sodium 作用下， 以 二氯甲烷 为溶剂， 反应 90.0h， 生成 (4R,5R)-2-[6-((4R,5R)-4,5-Diphenyl-4,5-dihydro-1H-imidazol-2-yl)-pyridin-2-yl]-4,5-diphenyl-4,5-dihydro-imidazole-1-carboxylic acid (1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyl ester
  参考文献：
  名称：

  Synthesis of a novel class of chiral N,N,N-tridentate pyridinebisimidazoline ligands and their application in Ru-catalyzed asymmetric epoxidations

  摘要：

  A new class of easily tunable N,N,N-pyridinebisimidazoline (pybim) ligands have been synthesized. The synthesis and tunability of these chiral tridentate ligands are much easier and flexible compared to the popular pyboxes, making the former a suitable ligand tool box for various asymmetric transformations. Ruthenium complexes of the new ligands were synthesized and applied in the asymmetric epoxidation of olefins using hydrogen peroxide as the oxidant. Excellent yields and moderate to good enantioselectivities were achieved in the epoxidation of aromatic olefins. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.08.060