(4,5-dibromo-1H-pyrrol-2-yl)-(1,6,8,10-tetrazatricyclo[7.4.0.02,7]trideca-2(7),8,10,12-tetraen-6-yl)methanone | 1160645-46-4

• 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: (4,5-dibromo-1H-pyrrol-2-yl)-(1,6,8,10-tetrazatricyclo[7.4.0.02,7]trideca-2(7),8,10,12-tetraen-6-yl)methanone
• CAS: 1160645-46-4
• 化学式: C₁₄H₁₁Br₂N₅O
• 分子量: 425.082
• InChiKey: WBOGUQQCEASAIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  66.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4,5-dibromo-1H-pyrrol-2-yl)-(1,6,8,10-tetrazatricyclo[7.4.0.02,7]trideca-2(7),8,10,12-tetraen-6-yl)methanone 在 二甲基二环氧乙烷 作用下， 以 丙酮 为溶剂， 反应 0.5h， 以100%的产率得到(+/-)-2,3-dibromo-4a-(pyrimidin-2-ylamino)-7,8-dihydro-4aH,10H-pyrrolo[1',2':3,4]imidazo[1,2-a]pyridine-5,10(6H)-dione
  参考文献：
  名称：

  Biomimetically Inspired Short Access to the 2-Aminoimidazole-Fused Tetracyclic Core of (±)-Dibromoagelaspongin

  摘要：

  A six-step synthesis of the tetracyclic core of the natural compound (+/-)-dibromoagelaspongin, isolated from Agelas sp. Sponge, was achieved from the commercially available 5-aminopentan-1-ol, 2-trichloroacetylpyrrole, and 2-aminopyrimidine. Following a biomimetic inspired approach, successive oxidative reactions including the final DMDO biomimetic oxidation gave the interesting triaminomethane-fused core.

  DOI：

  10.1021/ol900745c
• 作为产物：
  描述：

  (+/-)-(4,5-dibromo-1H-pyrrol-2-yl)-(4b,6,7,8a-tetrahydro-5H-1,4a,8,9-tetraaza-fluoren-8-yl)-methanone 在 barium manganate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以100 mg的产率得到(4,5-dibromo-1H-pyrrol-2-yl)-(1,6,8,10-tetrazatricyclo[7.4.0.02,7]trideca-2(7),8,10,12-tetraen-6-yl)methanone
  参考文献：
  名称：

  Biomimetically Inspired Short Access to the 2-Aminoimidazole-Fused Tetracyclic Core of (±)-Dibromoagelaspongin

  摘要：

  A six-step synthesis of the tetracyclic core of the natural compound (+/-)-dibromoagelaspongin, isolated from Agelas sp. Sponge, was achieved from the commercially available 5-aminopentan-1-ol, 2-trichloroacetylpyrrole, and 2-aminopyrimidine. Following a biomimetic inspired approach, successive oxidative reactions including the final DMDO biomimetic oxidation gave the interesting triaminomethane-fused core.

  DOI：

  10.1021/ol900745c