1,1'-([2,2'-bipyridine]-4,4'-diylbis(methylene))bis(3-(3,5-bis(triflu-oromethyl)phenyl)-thiourea) | 1431384-63-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,1'-([2,2'-bipyridine]-4,4'-diylbis(methylene))bis(3-(3,5-bis(triflu-oromethyl)phenyl)-thiourea)
• 英文别名: 1,1'-([2,2'-bipyridine]-4,4'-diylbis(methylene))bis(3-(3,5-bis(trifluoromethyl)phenyl)thiourea)；1-[3,5-Bis(trifluoromethyl)phenyl]-3-[[2-[4-[[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]methyl]pyridin-2-yl]pyridin-4-yl]methyl]thiourea
• CAS: 1431384-63-2
• 化学式: C₃₀H₂₀F₁₂N₆S₂
• 分子量: 756.642
• InChiKey: JBJJSIOTCPRCFY-UHFFFAOYSA-N

物化性质

• 沸点：
  637.4±65.0 °C(Predicted)
• 密度：
  1.525±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  50
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  138
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  2,2'-联吡啶-4,4'-二甲酸甲酯 在 sodium tetrahydroborate 、 氢溴酸 、 potassium phtalimide 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 1,1'-([2,2'-bipyridine]-4,4'-diylbis(methylene))bis(3-(3,5-bis(triflu-oromethyl)phenyl)-thiourea)
  参考文献：
  名称：

  Study of asymmetric aldol and Mannich reactions catalyzed by proline–thiourea host–guest complexes in nonpolar solvents

  摘要：

  A proline-thiourea host-guest complex has been described as a good catalyst for asymmetric reactions such as aldol and Mannich reactions. High stereoselectivities were obtained under optimal conditions. Thiourea was observed to have an important effect on the reactivity and selectivity, even in an unconventional nonpolar reaction medium and without the need to utilize low temperatures. This proline-thiourea host-guest system has the ability to participate in a hydrogen bonding network. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.03.014
• 作为试剂：
  描述：

  亚硝基苯 、 异戊醛 在 sodium tetrahydroborate 、 1,1'-([2,2'-bipyridine]-4,4'-diylbis(methylene))bis(3-(3,5-bis(triflu-oromethyl)phenyl)-thiourea) 、 L-脯氨酸 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 6.17h， 生成 (R)-3-methyl-2-(N-phenyl-aminooxy)-butan-1-ol
  参考文献：
  名称：

  Self-assembly of an organocatalyst for the enantioselective synthesis of Michael adducts and α-aminoxy alcohols in a nonpolar medium

  摘要：

  A proline-thiourea host-guest complex is described as a self-assembled organocatalyst for the enantioselective Michael addition of aldehydes to nitroolefins and for the asymmetric alpha-aminoxylation of both aldehydes and ketones. The Michael adducts were obtained in good yields of up to 80%, high diastereo-selectivities of up to 5:95, and high enantiomeric excesses of up to 98%. The optically active aminoxy alcohols were synthesized in 60-85% yields with 94-99% enantiomeric excesses after reduction of the alpha-oxidation products using NaBH4. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.08.008