(3S,4R,5R)-2-(4-bromophenyl)-3-hexyl-5-(4-methoxyphenyl)-4-nitrocyclopentene-1-carbaldehyde | 1252062-86-4

• 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)-3-hexyl-5-(4-methoxyphenyl)-4-nitrocyclopentene-1-carbaldehyde
• CAS: 1252062-86-4
• 化学式: C₂₅H₂₈BrNO₄
• 分子量: 486.406
• InChiKey: ODFPQXKOGFSNCI-FTBPSBKWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲氧基肉桂醛 、 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 163.0h， 以55%的产率得到(3S,4R,5R)-2-(4-bromophenyl)-3-hexyl-5-(4-methoxyphenyl)-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).