5-(1-benzyl-1H-tetrazol-5-yl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline | 859664-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 5-(1-benzyl-1H-tetrazol-5-yl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline
• 英文别名: 5-(1-benzyl-1H-tetrazol-5-yl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline；5-(1-benzyltetrazol-5-yl)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinoline
• CAS: 859664-99-6
• 化学式: C₂₀H₂₁N₅O₃
• 分子量: 379.418
• InChiKey: ZNQWAXLKHQOOCC-UHFFFAOYSA-N

物化性质

• 沸点：
  587.9±50.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  74.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(1-benzyl-1H-tetrazol-5-yl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline 、 丙炔酸甲酯 以 2,2,2-三氟乙醇 为溶剂， 反应 8.0h， 以75%的产率得到methyl 10-(1-benzyl-1H-tetrazol-5-yl)-11-methoxy-7-methyl-5,6,7,10-tetrahydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-d]azocine-9-carboxylate
  参考文献：
  名称：

  A Concise Approach Toward Tetrazolyl-Substituted Benzazocines via a Novel Isocyanide-Based Multicomponent Reaction

  摘要：

  The synthesis of pharmacologically relevant isoquinoline-tetrazoles and benzazocine-tetrazoles via sequential azido-Ugi and alkyne-induced ring-expansion reactions starting from cotarnine chloride are reported. A one-pot, multicomponent reaction protocol toward the ring-expanded product is also described.

  DOI：

  10.1055/s-0033-1340861
• 作为产物：
  描述：

  苄异腈 、 氯化可替宁 在 sodium azide 作用下， 以 甲醇 、 水 为溶剂， 反应 18.0h， 以63%的产率得到5-(1-benzyl-1H-tetrazol-5-yl)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinoline
  参考文献：
  名称：

  A Concise Approach Toward Tetrazolyl-Substituted Benzazocines via a Novel Isocyanide-Based Multicomponent Reaction

  摘要：

  The synthesis of pharmacologically relevant isoquinoline-tetrazoles and benzazocine-tetrazoles via sequential azido-Ugi and alkyne-induced ring-expansion reactions starting from cotarnine chloride are reported. A one-pot, multicomponent reaction protocol toward the ring-expanded product is also described.

  DOI：

  10.1055/s-0033-1340861

文献信息

• A Concise Approach Toward Tetrazolyl-Substituted Benzazocines via a Novel Isocyanide-Based Multicomponent Reaction
  作者：Leonid Voskressensky、Roman Borisov、Anatoly Polyakov、Tatiana Borisova、Alexey Varlamov

  DOI：10.1055/s-0033-1340861

  日期：——

  The synthesis of pharmacologically relevant isoquinoline-tetrazoles and benzazocine-tetrazoles via sequential azido-Ugi and alkyne-induced ring-expansion reactions starting from cotarnine chloride are reported. A one-pot, multicomponent reaction protocol toward the ring-expanded product is also described.