3-[[3,5-bis[[[2-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]-3,4-dioxocyclobuten-1-yl]amino]methyl]phenyl]methylamino]-4-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]cyclobut-3-ene-1,2-dione | 1350968-69-2

• 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: 3-[[3,5-bis[[[2-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]-3,4-dioxocyclobuten-1-yl]amino]methyl]phenyl]methylamino]-4-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]cyclobut-3-ene-1,2-dione
• CAS: 1350968-69-2
• 化学式: C₇₂H₆₆N₆O₉
• 分子量: 1159.35
• InChiKey: UDUVZGBLUYKJBC-BSNUEQINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  87
• 可旋转键数：
  21
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  209
• 氢给体数：
  6
• 氢受体数：
  15

反应信息

• 作为产物：
  描述：

  (S)-(+)-alpha,alpha-二苯基脯氨醇 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 60.0h， 生成 3-[[3,5-bis[[[2-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]-3,4-dioxocyclobuten-1-yl]amino]methyl]phenyl]methylamino]-4-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]cyclobut-3-ene-1,2-dione
  参考文献：
  名称：

  A novel C3-symmetric prolinol-squaramide catalyst for the asymmetric reduction of ketones by borane

  摘要：

  A novel C-3-symmetric prolinol-squaramide has been developed for the asymmetric reduction of ketones by borane. By using only 5 mol % catalyst la for the reaction, high yields and excellent enantioselectivities (up to 95% yield, 93% ee) were obtained. Moreover, la can be easily recovered by simple precipitation and re-used for four cycles without losing the selectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.09.020
• 作为试剂：
  描述：

  2-溴-4'-硝基苯乙酮 在 dimethyl sulfide borane 、 3-[[3,5-bis[[[2-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]-3,4-dioxocyclobuten-1-yl]amino]methyl]phenyl]methylamino]-4-[(2S)-2-[hydroxy(diphenyl)methyl]pyrrolidin-1-yl]cyclobut-3-ene-1,2-dione 作用下， 以 甲苯 为溶剂， 反应 2.5h， 生成 (S)-(+)-2-bromo-1-(4-nitrophenyl)ethanol 、 (R)-(-)-2-溴-1-(对硝基苯基)乙醇
  参考文献：
  名称：

  A novel C3-symmetric prolinol-squaramide catalyst for the asymmetric reduction of ketones by borane

  摘要：

  A novel C-3-symmetric prolinol-squaramide has been developed for the asymmetric reduction of ketones by borane. By using only 5 mol % catalyst la for the reaction, high yields and excellent enantioselectivities (up to 95% yield, 93% ee) were obtained. Moreover, la can be easily recovered by simple precipitation and re-used for four cycles without losing the selectivity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2011.09.020

文献信息

• A novel C3-symmetric prolinol-squaramide catalyst for the asymmetric reduction of ketones by borane
  作者：Xiang-Fei Wu、Chang Min、Enkhtsetseg Nyamzundui、Hai-Bing Zhou、Chune Dong

  DOI：10.1016/j.tetasy.2011.09.020

  日期：2011.9

  A novel C-3-symmetric prolinol-squaramide has been developed for the asymmetric reduction of ketones by borane. By using only 5 mol % catalyst la for the reaction, high yields and excellent enantioselectivities (up to 95% yield, 93% ee) were obtained. Moreover, la can be easily recovered by simple precipitation and re-used for four cycles without losing the selectivity. (C) 2011 Elsevier Ltd. All rights reserved.