bis(4-benzyloxybenzyl) 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | 1609243-23-3

• 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: bis(4-benzyloxybenzyl) 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 英文别名: Bis[(4-phenylmethoxyphenyl)methyl] 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate；bis[(4-phenylmethoxyphenyl)methyl] 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• CAS: 1609243-23-3
• 化学式: C₃₇H₃₅NO₆
• 分子量: 589.688
• InChiKey: FCZZBVYHPHNFSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 (4-Phenylmethoxyphenyl)methyl 3-oxobutanoate 在 ammonium acetate 作用下， 反应 2.0h， 生成 bis(4-benzyloxybenzyl) 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  基于二茂铁桥联对环烷骨架的手性磷酸的开发

  摘要：

  AbstractThis work deals with the development of a new family of planar chiral phosphoric acids based on a ferrocenophane/paracyclophane scaffold. The synthetic approach has been improved by taking advantage of a chiral phosphorylating agent to access enantiomerically enriched acids via diastereomers separation. These phosphoric acids have been used as catalysts for the enantioselective H‐transfer reduction of α‐substituted quinolines with Hantzsch esters. Optimization of both the catalyst and the Hantzsch reductant allowed ee values in the range 82–92% to be attained starting from α‐arylquinolines.magnified image

  DOI：

  10.1002/adsc.201300697
• 作为试剂：
  描述：

  2-(3,5-bis(trifluoromethyl)phenyl)quinoline 在 C₅₈H₄₁FeO₄P 、 bis(4-benzyloxybenzyl) 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以87%的产率得到
  参考文献：
  名称：

  基于二茂铁桥联对环烷骨架的手性磷酸的开发

  摘要：

  AbstractThis work deals with the development of a new family of planar chiral phosphoric acids based on a ferrocenophane/paracyclophane scaffold. The synthetic approach has been improved by taking advantage of a chiral phosphorylating agent to access enantiomerically enriched acids via diastereomers separation. These phosphoric acids have been used as catalysts for the enantioselective H‐transfer reduction of α‐substituted quinolines with Hantzsch esters. Optimization of both the catalyst and the Hantzsch reductant allowed ee values in the range 82–92% to be attained starting from α‐arylquinolines.magnified image

  DOI：

  10.1002/adsc.201300697

文献信息

• Development of Chiral Phosphoric Acids based on Ferrocene‐Bridged Paracyclophane Frameworks
  作者：Jérémy Stemper、Kévin Isaac、Julien Pastor、Gilles Frison、Pascal Retailleau、Arnaud Voituriez、Jean‐François Betzer、Angela Marinetti

  DOI：10.1002/adsc.201300697

  日期：2013.12.16

  AbstractThis work deals with the development of a new family of planar chiral phosphoric acids based on a ferrocenophane/paracyclophane scaffold. The synthetic approach has been improved by taking advantage of a chiral phosphorylating agent to access enantiomerically enriched acids via diastereomers separation. These phosphoric acids have been used as catalysts for the enantioselective H‐transfer reduction of α‐substituted quinolines with Hantzsch esters. Optimization of both the catalyst and the Hantzsch reductant allowed ee values in the range 82–92% to be attained starting from α‐arylquinolines.magnified image