(6aS,9R,10R,10aS)-9-(dimethoxymethyl)-6,6-dimethyl-10-nitro-6a,9,10,10a-tetrahydrobenzo[c]chromen-2-ol | 1207377-05-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (6aS,9R,10R,10aS)-9-(dimethoxymethyl)-6,6-dimethyl-10-nitro-6a,9,10,10a-tetrahydrobenzo[c]chromen-2-ol
• CAS: 1207377-05-6
• 化学式: C₁₈H₂₃NO₆
• 分子量: 349.384
• InChiKey: VVMISRQSIPNIMM-JMGFVUJMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  93.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (6aS,9R,10R,10aS)-9-(dimethoxymethyl)-6,6-dimethyl-10-nitro-6a,9,10,10a-tetrahydrobenzo[c]chromen-2-ol 在 盐酸 作用下， 以 水 、 丙酮 为溶剂， 反应 0.33h， 以69%的产率得到
  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
• 作为产物：
  描述：

  (6aS,9R,10R,10aS)-9-(dimethoxymethyl)-2-hydroxy-6,6-dimethyl-10-nitro-6a,9,10,10a-tetrahydrobenzo[c]chromene-8-carbaldehyde 在 Wilkinson's catalyst 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以54%的产率得到(6aS,9R,10R,10aS)-9-(dimethoxymethyl)-6,6-dimethyl-10-nitro-6a,9,10,10a-tetrahydrobenzo[c]chromen-2-ol
  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