2-{2-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-propyl}-malonic acid diethyl ester | 195600-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-{2-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-propyl}-malonic acid diethyl ester
• CAS: 195600-92-1
• 化学式: C₂₇H₃₂BrNO₅
• 分子量: 530.459
• InChiKey: PBQQHMRBCCMXNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  34.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  66.76
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-{2-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-propyl}-malonic acid diethyl ester 在 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 生成 2-{2-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-propyl}-malonic acid
  参考文献：
  名称：

  The high pressure reaction of cyclopropanes with indoles catalyzed by ytterbium triflate

  摘要：

  A variety of 1,1-cyclopropane dicarboxylic acid esters were reacted with a selection of indoles under hyperbarric conditions. In the presence of Yb(OTf)(3) . 3H(2)O, smooth ring opening resulted in the formation of 4-indolyl dicarboxylic acid esters. Hydrolysis and decarboxylation resulted in the formation of the mono-acids. Nucleophilic attack occurred specifically at the more hindered position of the substituted cyclopropanes. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01351-8
• 作为产物：
  描述：

  diethyl 2-methylcyclopropane-1,1-dicarboxylate 、 1-(4-bromo-benzyl)-5-methoxy-2-methyl-1H-indole 在 ytterbium(III) triflate 作用下， 以 乙腈 为溶剂， 反应 120.0h， 生成 2-{2-[1-(4-Bromo-benzyl)-5-methoxy-2-methyl-1H-indol-3-yl]-propyl}-malonic acid diethyl ester
  参考文献：
  名称：

  The high pressure reaction of cyclopropanes with indoles catalyzed by ytterbium triflate

  摘要：

  A variety of 1,1-cyclopropane dicarboxylic acid esters were reacted with a selection of indoles under hyperbarric conditions. In the presence of Yb(OTf)(3) . 3H(2)O, smooth ring opening resulted in the formation of 4-indolyl dicarboxylic acid esters. Hydrolysis and decarboxylation resulted in the formation of the mono-acids. Nucleophilic attack occurred specifically at the more hindered position of the substituted cyclopropanes. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)01351-8