methyl 3-[[1-(1,1,1-triisopropylsilyl)-1H-3-pyrrolyl]carbonyl]nicotinate | 330455-26-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: methyl 3-[[1-(1,1,1-triisopropylsilyl)-1H-3-pyrrolyl]carbonyl]nicotinate
• 英文别名: Methyl 3-[1-tri(propan-2-yl)silylpyrrole-3-carbonyl]pyridine-4-carboxylate
• CAS: 330455-26-0
• 化学式: C₂₁H₃₀N₂O₃Si
• 分子量: 386.566
• InChiKey: MSDDCJCFGURKJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  61.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-[[1-(1,1,1-triisopropylsilyl)-1H-3-pyrrolyl]carbonyl]nicotinate 在 sodium hydroxide 、 四丁基氟化铵 、 四正丁基硫酸铵 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 0.58h， 生成 methyl 3-[[1-phenylsulfonyl-1H-3-pyrrolyl]carbonyl]nicotinate
  参考文献：
  名称：

  Synthesis of Azanaphthoquinone Annelated Pyrroles

  摘要：

  The synthesis of azanaphthoquinone annelated pyrrole derivatives is described. The [c]-annelated derivative was synthesized by reaction of an azanaphthoquinone monoketal with tosylmethyl isocyanide. The synthesis of each of the two isomeric [b]-annelated pyrrole derivatives was realized by selective acylation reactions with pyrrole. Furthermore detailed NMR spectroscopic studies (H-1,C-13) are published.

  DOI：

  10.3987/com-98-8401
• 作为产物：
  描述：

  1-(三异丙基甲硅烷基)吡咯 、 甲基4-(氯甲酰基)烟酸酯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以79%的产率得到methyl 3-[[1-(1,1,1-triisopropylsilyl)-1H-3-pyrrolyl]carbonyl]nicotinate
  参考文献：
  名称：

  Synthesis of Azanaphthoquinone Annelated Pyrroles

  摘要：

  The synthesis of azanaphthoquinone annelated pyrrole derivatives is described. The [c]-annelated derivative was synthesized by reaction of an azanaphthoquinone monoketal with tosylmethyl isocyanide. The synthesis of each of the two isomeric [b]-annelated pyrrole derivatives was realized by selective acylation reactions with pyrrole. Furthermore detailed NMR spectroscopic studies (H-1,C-13) are published.

  DOI：

  10.3987/com-98-8401

文献信息

• Synthesis of Azanaphthoquinone Annelated Pyrroles
  作者：Helmut Spreitzer、Andrea Pichler、Wolfgang Holzer、Martin Kratzel、Rita Slanz、Alexandra Koulouri、Petra Krenn、Ulrike Parrer、Petra Szieber

  DOI：10.3987/com-98-8401

  日期：——

  The synthesis of azanaphthoquinone annelated pyrrole derivatives is described. The [c]-annelated derivative was synthesized by reaction of an azanaphthoquinone monoketal with tosylmethyl isocyanide. The synthesis of each of the two isomeric [b]-annelated pyrrole derivatives was realized by selective acylation reactions with pyrrole. Furthermore detailed NMR spectroscopic studies (H-1,C-13) are published.