N,N'-Bis-((1R,2R)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-cyclohexyl)-oxalamide | 323187-51-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N'-Bis-((1R,2R)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-cyclohexyl)-oxalamide
• 英文别名: N,N'-bis[(1R,2R)-2-(benzylideneamino)cyclohexyl]oxamide
• CAS: 323187-51-5
• 化学式: C₂₈H₃₄N₄O₂
• 分子量: 458.604
• InChiKey: LJHJVPLBOUSNHV-VEYUFSJPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  82.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-Bis-((1R,2R)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-cyclohexyl)-oxalamide 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以82%的产率得到oxalyl (1R,2R)-N,N'-bis[2-(benzylamino)cyclohexyl]diamide
  参考文献：
  名称：

  Amide catalysts with tetradentate ligands and the asymmetric transfer hydrogenation of carbonyl compounds

  摘要：

  Amidic tetradentate catalysts comprising two trans-1,2-cyclohexanediamine units linked via a dicarbonyl spacer are shown to provide useful enantiomeric excesses in the asymmetric transfer hydrogenation from propan-2-ol to aromatic ketones. N-Benzylation of the terminal amino groups results, in several cases, in reversal of the absolute configuration of the major product. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01621-x
• 作为产物：
  描述：

  tert-butyl N-[(1R,2R)-2-[[2-[[(1R,2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexyl]amino]-2-oxoacetyl]amino]cyclohexyl]carbamate 在 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 N,N'-Bis-((1R,2R)-2-{[1-phenyl-meth-(E)-ylidene]-amino}-cyclohexyl)-oxalamide
  参考文献：
  名称：

  Amide catalysts with tetradentate ligands and the asymmetric transfer hydrogenation of carbonyl compounds

  摘要：

  Amidic tetradentate catalysts comprising two trans-1,2-cyclohexanediamine units linked via a dicarbonyl spacer are shown to provide useful enantiomeric excesses in the asymmetric transfer hydrogenation from propan-2-ol to aromatic ketones. N-Benzylation of the terminal amino groups results, in several cases, in reversal of the absolute configuration of the major product. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01621-x

文献信息

• Amide catalysts with tetradentate ligands and the asymmetric transfer hydrogenation of carbonyl compounds
  作者：Charles M Marson、Ido Schwarz

  DOI：10.1016/s0040-4039(00)01621-x

  日期：2000.11

  Amidic tetradentate catalysts comprising two trans-1,2-cyclohexanediamine units linked via a dicarbonyl spacer are shown to provide useful enantiomeric excesses in the asymmetric transfer hydrogenation from propan-2-ol to aromatic ketones. N-Benzylation of the terminal amino groups results, in several cases, in reversal of the absolute configuration of the major product. (C) 2000 Elsevier Science Ltd. All rights reserved.