5-(benzo[d][1,3]dioxol-5-yl)-8,9-dimethyl-4-(4-(pyridin-2-yl)piperazin-1-yl)-4H-benzo[b]tetrazolo[1,5-d][1,4]diazepine | 1383606-22-1

• 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: 5-(benzo[d][1,3]dioxol-5-yl)-8,9-dimethyl-4-(4-(pyridin-2-yl)piperazin-1-yl)-4H-benzo[b]tetrazolo[1,5-d][1,4]diazepine
• 英文别名: 5-(1,3-benzodioxol-5-yl)-8,9-dimethyl-4-(4-pyridin-2-ylpiperazin-1-yl)-4H-tetrazolo[1,5-a][1,5]benzodiazepine
• CAS: 1383606-22-1
• 化学式: C₂₇H₂₆N₈O₂
• 分子量: 494.556
• InChiKey: VSKINCNOVZXYOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  37
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  93.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  tert-butyl N-[2-[5-[2-(1,3-benzodioxol-5-yl)-2-oxo-1-(4-pyridin-2-ylpiperazin-1-yl)ethyl]tetrazol-1-yl]-4,5-dimethylphenyl]carbamate 在 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.17h， 生成 5-(benzo[d][1,3]dioxol-5-yl)-8,9-dimethyl-4-(4-(pyridin-2-yl)piperazin-1-yl)-4H-benzo[b]tetrazolo[1,5-d][1,4]diazepine
  参考文献：
  名称：

  Synthesis of tetrazolo-fused benzodiazepines and benzodiazepinones by a two-step protocol using an Ugi-azide reaction for initial diversity generation

  摘要：

  A two-step strategy for the synthesis of arrays of tricyclic tetrazolo-fused benzodiazepines and benzodiazepinones has been investigated. The protocol uses ortho-N-Boc phenylisocyanides and phenylglyoxaldehydes or ethyl glyoxylate in the four-component Ugi-azide reaction to afford MCR (MultiComponent Reactions) derived adducts equipped with the desired diversity inputs. A subsequent acidic treatment (TFA/DCE) allows a simultaneous deprotection-cyclization leading to the final products. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.04.068