(R)-2-(N-benzyl-N-((1S,2R,5S,6R)-6-hydroxy-2-(hydroxymethyl)-5-(pyridin-3-yl)cyclohex-3-enyl)amino)-N-benzyl-3-phenylpropanamide | 1224969-13-4

• 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: (R)-2-(N-benzyl-N-((1S,2R,5S,6R)-6-hydroxy-2-(hydroxymethyl)-5-(pyridin-3-yl)cyclohex-3-enyl)amino)-N-benzyl-3-phenylpropanamide
• 英文别名: (2R)-N-benzyl-2-[benzyl-[(1S,2R,5S,6R)-6-hydroxy-2-(hydroxymethyl)-5-pyridin-3-ylcyclohex-3-en-1-yl]amino]-3-phenylpropanamide
• CAS: 1224969-13-4
• 化学式: C₃₅H₃₇N₃O₃
• 分子量: 547.697
• InChiKey: PVIOVCYWGDSUHN-GYLADCCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  85.7
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (R)-2-(N-benzyl-N-((1R,2S,3R,4S)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide 、 3-吡啶硼酸 在 二(氰基苯)二氯化钯 、 1,3-双(二苯基膦)丙烷 、 caesium carbonate 作用下， 以 甲醇 、 水 为溶剂， 以40%的产率得到(R)-2-(N-benzyl-N-((1S,2R,5S,6R)-6-hydroxy-2-(hydroxymethyl)-5-(pyridin-3-yl)cyclohex-3-enyl)amino)-N-benzyl-3-phenylpropanamide
  参考文献：
  名称：

  Straightforward stereoselective synthesis of polyfunctionalised cyclohexenols using a multicomponent approach

  摘要：

  An intramolecular Ugi 5-centre-4-component reaction (U-5C-4CR) followed by a palladium-catalysed ring-opening has been employed to transform oxabicycloheptene-based beta-amino acids into two families of regioisomeric polyfunctionalised cyclohexenols. The whole process is completely stereoselective and enantiomerically pure products are obtained in high overall yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.097

文献信息

• Straightforward stereoselective synthesis of polyfunctionalised cyclohexenols using a multicomponent approach
  作者：Andrea Basso、Luca Banfi、Giuseppe Guanti、Renata Riva

  DOI：10.1016/j.tet.2010.01.097

  日期：2010.3

  An intramolecular Ugi 5-centre-4-component reaction (U-5C-4CR) followed by a palladium-catalysed ring-opening has been employed to transform oxabicycloheptene-based beta-amino acids into two families of regioisomeric polyfunctionalised cyclohexenols. The whole process is completely stereoselective and enantiomerically pure products are obtained in high overall yields. (C) 2010 Elsevier Ltd. All rights reserved.