[6-(1-Hydroxymethyl-propa-1,2-dienyl)-benzo[1,3]dioxol-5-yl]-carbamic acid tert-butyl ester | 958882-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: [6-(1-Hydroxymethyl-propa-1,2-dienyl)-benzo[1,3]dioxol-5-yl]-carbamic acid tert-butyl ester
• CAS: 958882-92-3
• 化学式: C₁₆H₁₉NO₅
• 分子量: 305.331
• InChiKey: DSMLKFXYXTYKMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  77.02
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  [6-(1-Hydroxymethyl-propa-1,2-dienyl)-benzo[1,3]dioxol-5-yl]-carbamic acid tert-butyl 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)-6,7-methylendioxy-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：

  {6-[1-(tert-Butyl-dimethyl-silanyloxymethyl)-propa-1,2-dienyl]-benzo[1,3]dioxol-5-yl}-carbamic acid tert-butyl 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 [6-(1-Hydroxymethyl-propa-1,2-dienyl)-benzo[1,3]dioxol-5-yl]-carbamic acid tert-butyl 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