(3S,4R,5R)-2-(4-bromophenyl)-5-(4-ethoxy-3-methoxyphenyl)-3-hexyl-4-nitrocyclopentene-1-carbaldehyde | 1252062-87-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (3S,4R,5R)-2-(4-bromophenyl)-5-(4-ethoxy-3-methoxyphenyl)-3-hexyl-4-nitrocyclopentene-1-carbaldehyde
• CAS: 1252062-87-5
• 化学式: C₂₇H₃₂BrNO₅
• 分子量: 530.459
• InChiKey: YPRLPDRJSFBNDQ-GCCWUPBUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-(4-ethoxy-3-methoxyphenyl)prop-2-enal 、 1-(4-bromophenyl)-2-(nitromethyl)octan-1-one 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 173.0h， 以65%的产率得到(3S,4R,5R)-2-(4-bromophenyl)-5-(4-ethoxy-3-methoxyphenyl)-3-hexyl-4-nitrocyclopentene-1-carbaldehyde
  参考文献：
  名称：

  Sequential Organocatalytic Stetter and Michael-Aldol Condensation Reaction: Asymmetric Synthesis of Fully Substituted Cyclopentenes via a [1 + 2 + 2] Annulation Strategy

  摘要：

  A stereoselective synthesis of fully substituted cyclopentenes has been achieved by a sequential organocatalyzed Stetter and Michael-aldol condensation of aromatic aldehydes, nitroalkenes, and alpha,beta-unsaturated aldehydes via the [1 + 2 + 2] annulation strategy with excellent diastereoselectivities and enantioselectivities (up to >99% ee).

  DOI：

  10.1021/ol101969t

文献信息

• Sequential Organocatalytic Stetter and Michael-Aldol Condensation Reaction: Asymmetric Synthesis of Fully Substituted Cyclopentenes via a [1 + 2 + 2] Annulation Strategy
  作者：Bor-Cherng Hong、Nitin S. Dange、Che-Sheng Hsu、Ju-Hsiou Liao

  DOI：10.1021/ol101969t

  日期：2010.11.5

  A stereoselective synthesis of fully substituted cyclopentenes has been achieved by a sequential organocatalyzed Stetter and Michael-aldol condensation of aromatic aldehydes, nitroalkenes, and alpha,beta-unsaturated aldehydes via the [1 + 2 + 2] annulation strategy with excellent diastereoselectivities and enantioselectivities (up to >99% ee).