oxalyl (1R,2R)-N,N'-bis[2-(amino)cyclohexyl]diamide | 323187-50-4

• 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: oxalyl (1R,2R)-N,N'-bis[2-(amino)cyclohexyl]diamide
• 英文别名: N,N'-bis[(1R,2R)-2-aminocyclohexyl]oxamide
• CAS: 323187-50-4
• 化学式: C₁₄H₂₆N₄O₂
• 分子量: 282.386
• InChiKey: AVHOXUFAVLGBJR-DDHJBXDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  110
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  oxalyl (1R,2R)-N,N'-bis[2-(amino)cyclohexyl]diamide 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 32.0h， 生成 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：

  (1R,2R)-反式-N-Boc-1,2-二氨基环己烷 在 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 oxalyl (1R,2R)-N,N'-bis[2-(amino)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
• 作为试剂：
  描述：

  苯乙酮 、 异丙醇 在 tris(triphenylphosphine)ruthenium(II) chloride 氢氧化钾 、 oxalyl (1R,2R)-N,N'-bis[2-(amino)cyclohexyl]diamide 作用下， 反应 24.0h， 生成 (S)-(-)-1-苯乙醇 、 丙酮
  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.