benzyl 4-(2-bromo-10-oxo-9,10-dihydro-4H-benzo[b]furo[3,2-e]azepin-6-yl)piperazine-1-carboxylate | 1357089-55-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: benzyl 4-(2-bromo-10-oxo-9,10-dihydro-4H-benzo[b]furo[3,2-e]azepin-6-yl)piperazine-1-carboxylate
• CAS: 1357089-55-4
• 化学式: C₂₄H₂₂BrN₃O₄
• 分子量: 496.36
• InChiKey: MLCRYPRTWYLQSU-UHFFFAOYSA-N

物化性质

• 沸点：
  609.1±55.0 °C(predicted)
• 密度：
  1.473±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.66
• 重原子数：
  32.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  75.02
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  benzyl 4-(2-bromo-10-oxo-9,10-dihydro-4H-benzo[b]furo[3,2-e]azepin-6-yl)piperazine-1-carboxylate 在 potassium phosphate 、 1,1'-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以89%的产率得到benzyl 4-(2-(4-fluorophenyl)-10-oxo-9,10-dihydro-4H-benzo[b]furo[3,2-e]azepin-6-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Facile synthesis of tetracyclic azepine and oxazocine derivatives and their potential as MAPKAP-K2 (MK2) inhibitors

  摘要：

  Facile synthesis of two new series of tetracyclic azepine and oxazocine analogs is described. These analogs were evaluated for their potential as MAPKAP-K2 (MK2) inhibitors and several were found to be potent at inhibiting MK2 with a non-ATP competitive binding mode. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.11.113
• 作为产物：
  描述：

  在 三乙基硅烷 、 三氟乙酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 benzyl 4-(2-bromo-10-oxo-9,10-dihydro-4H-benzo[b]furo[3,2-e]azepin-6-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Facile synthesis of tetracyclic azepine and oxazocine derivatives and their potential as MAPKAP-K2 (MK2) inhibitors

  摘要：

  Facile synthesis of two new series of tetracyclic azepine and oxazocine analogs is described. These analogs were evaluated for their potential as MAPKAP-K2 (MK2) inhibitors and several were found to be potent at inhibiting MK2 with a non-ATP competitive binding mode. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2011.11.113