22-bromo-4,5,6,14,24-pentaazahexacyclo[12.11.0.0^2,6.0^7,12.0^17,25.0^18,23]pentacosa-2,4,7(12),8,10,17(25),18(23),19,21-nonaen-13-one | 1442034-04-9

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 22-bromo-4,5,6,14,24-pentaazahexacyclo[12.11.0.0^2,6.0^7,12.0^17,25.0^18,23]pentacosa-2,4,7(12),8,10,17(25),18(23),19,21-nonaen-13-one
• 英文别名: 22-Bromo-4,5,6,14,24-pentazahexacyclo[12.11.0.02,6.07,12.017,25.018,23]pentacosa-2,4,7,9,11,17(25),18(23),19,21-nonaen-13-one
• CAS: 1442034-04-9
• 化学式: C₂₀H₁₄BrN₅O
• 分子量: 420.268
• InChiKey: AVVMJLRREZHJFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-叠氮苯甲酸 在 氯化亚砜 、 三氟甲磺酸三甲基硅酯 作用下， 以 四氢呋喃 为溶剂， 反应 47.0h， 生成 22-bromo-4,5,6,14,24-pentaazahexacyclo[12.11.0.0^2,6.0^7,12.0^17,25.0^18,23]pentacosa-2,4,7(12),8,10,17(25),18(23),19,21-nonaen-13-one
  参考文献：
  名称：

  Multicomponent Assembly Processes for the Synthesis of Diverse Yohimbine and Corynanthe Alkaloid Analogues

  摘要：

  A strategy involving a Mannich-type multi-component assembly process followed by a 1,3-dipolar cycloaddition has been developed for the rapid and efficient construction of parent heterocyclic scaffolds bearing indole and isoxazolidine rings. These key intermediates were then readily elaborated using well-established protocols for refunctionalization and cross-coupling to access a diverse 180-member library of novel pentacyclic and tetracyclic compounds related to the Yohimbine and Corynanthe alkaloids. Several other new multicomponent assembly processes were developed to access dihydro-beta-carboline-fused benzodiazepines, pyrimidinediones, and rutaecarpine derivatives.

  DOI：

  10.1021/co400055b