4-tert-Butoxycarbonylamino-3-(1-hydroxymethyl-propa-1,2-dienyl)-benzoic acid ethyl ester | 958882-93-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-tert-Butoxycarbonylamino-3-(1-hydroxymethyl-propa-1,2-dienyl)-benzoic acid ethyl ester
• CAS: 958882-93-4
• 化学式: C₁₈H₂₃NO₅
• 分子量: 333.384
• InChiKey: RQDYXMLNHBJAAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  84.86
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-tert-Butoxycarbonylamino-3-(1-hydroxymethyl-propa-1,2-dienyl)-benzoic acid ethyl ester 在 吡啶 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 (2RS,3RS)-2,3-bis(methoxycarbonyl)-9-(tert-butoxycarbonyl)-6-ethoxycarbonyl-1,2,3,4-tetrahydrocarbazole
  参考文献：
  名称：

  A Novel Generation of Indole-2,3-quinodimethanes

  摘要：

  A novel and efficient procedure for the generation of the reactive indole-2,3-quinodimethane intermediates from the allenylanilines is described. The indole-2,3-quinodimethane intermediates were captured by several dienophiles to afford the corresponding tetrahydro- and dihydrocarbazole derivatives. This method is significantly different from the previously reported ones, which involve the 1,4-elimination or its related reactions of the indole derivatives that possess suitable substituents at both the C-2 and C-3 positions.

  DOI：

  10.1021/ol060418n
• 作为产物：
  描述：

  4-tert-Butoxycarbonylamino-3-[1-(tert-butyl-dimethyl-silanyloxymethyl)-propa-1,2-dienyl]-benzoic acid ethyl ester 在 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 4-tert-Butoxycarbonylamino-3-(1-hydroxymethyl-propa-1,2-dienyl)-benzoic acid ethyl ester
  参考文献：
  名称：

  A Novel Generation of Indole-2,3-quinodimethanes

  摘要：

  A novel and efficient procedure for the generation of the reactive indole-2,3-quinodimethane intermediates from the allenylanilines is described. The indole-2,3-quinodimethane intermediates were captured by several dienophiles to afford the corresponding tetrahydro- and dihydrocarbazole derivatives. This method is significantly different from the previously reported ones, which involve the 1,4-elimination or its related reactions of the indole derivatives that possess suitable substituents at both the C-2 and C-3 positions.

  DOI：

  10.1021/ol060418n