tert-butyl 4-(4,5-dibromo-1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-ylcarbamate | 1243304-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并吡啶类
• 英文名称: tert-butyl 4-(4,5-dibromo-1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-ylcarbamate
• CAS: 1243304-93-9
• 化学式: C₂₀H₂₃Br₂N₅O₄
• 分子量: 557.242
• InChiKey: QDPAQRNRQUCXSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  31.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  111.13
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(4,5-dibromo-1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-ylcarbamate 、 三氟乙酸 反应 5.0h， 以83%的产率得到ageladine A bis(trifluoroacetate)
  参考文献：
  名称：

  A novel synthesis of the 2-amino-1H-imidazol-4-carbaldehyde derivatives and its application to the efficient synthesis of 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A

  摘要：

  A novel synthesis of 2-amino-1H-imidazol-4-carbaldehyde derivatives was achieved by the reaction of tert-butoxycarbonylguanidine with 3-bromo-1,1-dimethoxypropan-2-one as a key step. The usefulness of the derivatives as building blocks was proved by accomplishing the efficient synthesis of the representative 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.074
• 作为产物：
  描述：

  tert-butyl [4-(4,5-dibromo-1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl]carbamate 在 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以13%的产率得到tert-butyl 4-(4,5-dibromo-1-tert-butoxycarbonyl-1H-pyrrol-2-yl)-1H-imidazo[4,5-c]pyridin-2-ylcarbamate
  参考文献：
  名称：

  A novel synthesis of the 2-amino-1H-imidazol-4-carbaldehyde derivatives and its application to the efficient synthesis of 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A

  摘要：

  A novel synthesis of 2-amino-1H-imidazol-4-carbaldehyde derivatives was achieved by the reaction of tert-butoxycarbonylguanidine with 3-bromo-1,1-dimethoxypropan-2-one as a key step. The usefulness of the derivatives as building blocks was proved by accomplishing the efficient synthesis of the representative 2-aminoimidazole alkaloids, oroidin, hymenidin, dispacamide, monobromodispacamide, and ageladine A. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.074