(6S,6aS,9R,10R,10aS)-6,9-bis(4-bromophenyl)-10-nitro-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde | 1122077-33-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: (6S,6aS,9R,10R,10aS)-6,9-bis(4-bromophenyl)-10-nitro-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-carbaldehyde
• CAS: 1122077-33-1
• 化学式: C₂₆H₁₉Br₂NO₄
• 分子量: 569.249
• InChiKey: ZNMMWEVTCFOPIB-OJGLOBPSSA-N

物化性质

• 熔点：
  219-221 °C
• 沸点：
  646.6±55.0 °C(predicted)
• 密度：
  1.68±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 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-溴肉桂醛 、 反-2-羟基-β-硝基苯乙烯 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 10.0h， 以55%的产率得到(6S,6aS,9R,10R,10aS)-6,9-bis(4-bromophenyl)-10-nitro-6a,9,10,10a-tetrahydro-6H-benzo[c]chromene-8-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.