N(1),N(2)-bis((4R,5R)-4,5-di-tert-butylimidazolidin-2-ylidene)ethane-1,2-diamine | 1130601-75-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: N(1),N(2)-bis((4R,5R)-4,5-di-tert-butylimidazolidin-2-ylidene)ethane-1,2-diamine
• 英文别名: (4R,5R)-4,5-ditert-butyl-N-[2-[[(4R,5R)-4,5-ditert-butylimidazolidin-2-ylidene]amino]ethyl]imidazolidin-2-imine
• CAS: 1130601-75-0
• 化学式: C₂₄H₄₈N₆
• 分子量: 420.685
• InChiKey: JRXRUTRBYQUVSB-XSLAGTTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  72.8
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (4R,5R)-4,5-di-tert-butyl-4,5-dihydro-1H-imidazol-3-ium-2-sulfonate 、 乙二胺 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以43%的产率得到N(1),N(2)-bis((4R,5R)-4,5-di-tert-butylimidazolidin-2-ylidene)ethane-1,2-diamine
  参考文献：
  名称：

  Reversal of enantioselectivity using tethered bisguanidine catalysts in the aza-Henry reaction

  摘要：

  A series of chiral guanidines were synthesized and shown to efficiently catalyze the aza-Henry reaction. Modifications of the catalyst Structure revealed important selectivity trends as well as an intriguing reversal in stereoselectivity with bisguanidine variants. These compounds were applied to the aza-Henry reaction between N-Boc imines and nitroalkanes generating the beta-nitroamines in up to 77% ee and up to 20:1 diastereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.12.058

文献信息

• Reversal of enantioselectivity using tethered bisguanidine catalysts in the aza-Henry reaction
  作者：Helena M. Lovick、Forrest E. Michael

  DOI：10.1016/j.tetlet.2008.12.058

  日期：2009.3

  A series of chiral guanidines were synthesized and shown to efficiently catalyze the aza-Henry reaction. Modifications of the catalyst Structure revealed important selectivity trends as well as an intriguing reversal in stereoselectivity with bisguanidine variants. These compounds were applied to the aza-Henry reaction between N-Boc imines and nitroalkanes generating the beta-nitroamines in up to 77% ee and up to 20:1 diastereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.