2,2,2-Trifluoro-N-[3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-phenyl]-acetamide | 200508-07-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2,2-Trifluoro-N-[3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-phenyl]-acetamide
• 英文别名: 2,2,2-trifluoro-N-[3-hydroxy-2-(5-hydroxy-1,4-dioxonaphthalen-2-yl)-5-methylphenyl]acetamide
• CAS: 200508-07-2
• 化学式: C₁₉H₁₂F₃NO₅
• 分子量: 391.303
• InChiKey: LIODNPZUOQVGKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  104
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,2,2-Trifluoro-N-[3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-phenyl]-acetamide 在 叔丁基过氧化氢 、 苄基三甲基氢氧化铵 作用下， 生成 2,2,2-Trifluoro-N-(7-hydroxy-3-methyl-6,11-dioxo-6,11-dihydro-benzo[b]naphtho[2,3-d]furan-1-yl)-acetamide
  参考文献：
  名称：

  Synthesis of benzo[b]carbazoloquinones by coupling of organostannanes with bromoquinones

  摘要：

  The synthesis of 5-carbonitrile-1,7-dihydroxy-3-methyl-5H-benzo[b]carbazole-6,11-dione, the quinone originally proposed as prekinamycin, was completed by using a palladium and copper catalyzed Stille reaction as the key step. A subsequent heterocyclization afforded a mixture of para(benzo[b]carbazole-6,11-dione) and ortho (benzo[a]carbazole-6,11-dione) quinones. A procedure for the N-cyanation of model indoles is also described. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10085-0
• 作为产物：
  描述：

  [2-(5-Hydroxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-3-methoxymethoxy-5-methyl-phenyl]-carbamic acid tert-butyl ester 、 三氟乙酸 在 三氟乙酸酐 作用下， 反应 1.5h， 以63%的产率得到2,2,2-Trifluoro-N-[3-hydroxy-2-(5-hydroxy-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-5-methyl-phenyl]-acetamide
  参考文献：
  名称：

  Synthesis of benzo[b]carbazoloquinones by coupling of organostannanes with bromoquinones

  摘要：

  The synthesis of 5-carbonitrile-1,7-dihydroxy-3-methyl-5H-benzo[b]carbazole-6,11-dione, the quinone originally proposed as prekinamycin, was completed by using a palladium and copper catalyzed Stille reaction as the key step. A subsequent heterocyclization afforded a mixture of para(benzo[b]carbazole-6,11-dione) and ortho (benzo[a]carbazole-6,11-dione) quinones. A procedure for the N-cyanation of model indoles is also described. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)10085-0