di-tert-butyl 2-(2,6-dimethylphenylamino)-5,10-dihydro-5,10-dioxo-4H-benzo[g]chromene-3,4-dicarboxylate | 1155362-83-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: di-tert-butyl 2-(2,6-dimethylphenylamino)-5,10-dihydro-5,10-dioxo-4H-benzo[g]chromene-3,4-dicarboxylate
• 英文别名: ditert-butyl 2-(2,6-dimethylanilino)-5,10-dioxo-4H-benzo[g]chromene-3,4-dicarboxylate
• CAS: 1155362-83-6
• 化学式: C₃₁H₃₃NO₇
• 分子量: 531.606
• InChiKey: ZYIPIPFTTJDRJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  171-173 °C
• 沸点：
  641.9±55.0 °C(predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  39
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2-羟基-1,4-萘醌 、 丁炔二酸二叔丁酯 乙炔二羧酸二叔丁酯 、 2,6-二甲基苯基异腈 以 乙腈 为溶剂， 反应 24.0h， 以64%的产率得到di-tert-butyl 2-(2,6-dimethylphenylamino)-5,10-dihydro-5,10-dioxo-4H-benzo[g]chromene-3,4-dicarboxylate
  参考文献：
  名称：

  Synthesis of Highly Functionalized Bis(4H-chromene) and 4H-Benzo[g]chromene Derivatives via an Isocyanide-Based Pseudo-Five-Component Reaction

  摘要：

  The reactive intermediates generated by the addition of alkyl, aryl, and alicyclic isocyanides to dialkyl acetylenedicarboxylates were trapped by 2,5-dihydroxycyclohexa-2,5-diene-1,4dione or 2-hydroxynaphthalene-1,4-dione to produce highly functionalized bis(4H-chromene)- and 4H-benzo[g]chromene-3,4-dicarboxylate derivatives in fairly good yields in CH3CN at room temperature. These compounds are closely related to the ring systems pentalongin, dehydroherbarin, 1,3-disubstituted-3,4-dehydropyranonaphthoquinones, and 3-arylpyranonaphthoquinones, which have a broad spectrum of biological activity.

  DOI：

  10.1021/jo9005427

文献信息

• Synthesis of Highly Functionalized Bis(4<i>H</i>-chromene) and 4<i>H</i>-Benzo[<i>g</i>]chromene Derivatives via an Isocyanide-Based Pseudo-Five-Component Reaction
  作者：Ahmad Shaabani、Rahim Ghadari、Afshin Sarvary、Ali Hossein Rezayan

  DOI：10.1021/jo9005427

  日期：2009.6.5

  The reactive intermediates generated by the addition of alkyl, aryl, and alicyclic isocyanides to dialkyl acetylenedicarboxylates were trapped by 2,5-dihydroxycyclohexa-2,5-diene-1,4dione or 2-hydroxynaphthalene-1,4-dione to produce highly functionalized bis(4H-chromene)- and 4H-benzo[g]chromene-3,4-dicarboxylate derivatives in fairly good yields in CH3CN at room temperature. These compounds are closely related to the ring systems pentalongin, dehydroherbarin, 1,3-disubstituted-3,4-dehydropyranonaphthoquinones, and 3-arylpyranonaphthoquinones, which have a broad spectrum of biological activity.