2-((E)-2-nitrovinyl)benzene-1,4-diol | 139122-86-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-((E)-2-nitrovinyl)benzene-1,4-diol
• 英文别名: 2-(2-Nitroethenyl)benzene-1,4-diol；2-[(E)-2-nitroethenyl]benzene-1,4-diol
• CAS: 139122-86-4
• 化学式: C₈H₇NO₄
• 分子量: 181.148
• InChiKey: KWVFZXQRQBNOGT-ONEGZZNKSA-N

物化性质

• 沸点：
  429.2±35.0 °C(Predicted)
• 密度：
  1.466±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-甲基-2-丁烯醛 、 2-((E)-2-nitrovinyl)benzene-1,4-diol 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 氯仿 为溶剂， 反应 1.0h， 以76%的产率得到(3S,4S)-6-hydroxy-2,2-dimethyl-4-(nitromethyl)chromane-3-carbaldehyde
  参考文献：
  名称：

  Enantioselective Total Synthesis of (+)-Conicol via Cascade Three-Component Organocatalysis

  摘要：

  The first asymmetric total synthesis of (+)-conicol has been achieved via a key step reaction involving the organocatalytic domino oxa-Michael-Michael-Michael-aldol condensation of 2-((E)-2-nitrovinyl)benzene-1,4-diol and alpha,beta-unsaturated aldehydes. Structures of the three-component domino reaction adducts, 20 and 21, including their absolute configurations, were confirmed unambiguously by X-ray analysis. Through this work, the absolute configuration of (+)-conicol was thereby elucidated.

  DOI：

  10.1021/ol902840x

文献信息

• Enantioselective Total Synthesis of (+)-Conicol via Cascade Three-Component Organocatalysis
  作者：Bor-Cherng Hong、Prakash Kotame、Chih-Wei Tsai、Ju-Hsiou Liao

  DOI：10.1021/ol902840x

  日期：2010.2.19

  The first asymmetric total synthesis of (+)-conicol has been achieved via a key step reaction involving the organocatalytic domino oxa-Michael-Michael-Michael-aldol condensation of 2-((E)-2-nitrovinyl)benzene-1,4-diol and alpha,beta-unsaturated aldehydes. Structures of the three-component domino reaction adducts, 20 and 21, including their absolute configurations, were confirmed unambiguously by X-ray analysis. Through this work, the absolute configuration of (+)-conicol was thereby elucidated.