ethyl 2-(4,6-difluoro-1H-benzimidazol-2-yl)acetate | 263410-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: ethyl 2-(4,6-difluoro-1H-benzimidazol-2-yl)acetate
• CAS: 263410-39-5
• 化学式: C₁₁H₁₀F₂N₂O₂
• 分子量: 240.209
• InChiKey: YDOMOZFQDWGDQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4,6-difluoro-1H-benzimidazol-2-yl)acetate 在 N,N-二甲基丙烯基脲 、 air 、 N-氟代双苯磺酰胺 作用下， 以 1,4-二氧六环 为溶剂， 生成 2-[(4,6-difluoro-1H-benzimidazol-2-yl)-difluoromethyl]-3-methylbenzimidazole-5-carboxylic acid
  参考文献：
  名称：

  Development of a scalable synthesis of a nonbasic inhibitor of the serine protease tryptase

  摘要：

  A chromatography-free process for the synthesis of a bis(benzimidazole)difluoromethane inhibitor of the serine protease tryptase is described. This synthesis features the introduction of the cm-difluoro moiety using the electrophilic fluorinating reagent N-fluoro-bis(phenylsulfonimide) as well as the stepwise introduction of both benzimidazole rings. A protocol for the destruction of reactive, process-related substances produced in the synthesis is also presented. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.149
• 作为产物：
  描述：

  2,4-二氟-6-硝基苯胺 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 ethyl 2-(4,6-difluoro-1H-benzimidazol-2-yl)acetate
  参考文献：
  名称：

  Development of a scalable synthesis of a nonbasic inhibitor of the serine protease tryptase

  摘要：

  A chromatography-free process for the synthesis of a bis(benzimidazole)difluoromethane inhibitor of the serine protease tryptase is described. This synthesis features the introduction of the cm-difluoro moiety using the electrophilic fluorinating reagent N-fluoro-bis(phenylsulfonimide) as well as the stepwise introduction of both benzimidazole rings. A protocol for the destruction of reactive, process-related substances produced in the synthesis is also presented. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.04.149

文献信息

• Development of a scalable synthesis of a nonbasic inhibitor of the serine protease tryptase
  作者：Jeffrey M. Dener、Colin O’Bryan、Robert Yee、Emma J. Shelton、David Sperandio、Tania Mahajan、James T. Palmer、Jeffrey R. Spencer、Zhiwei Tong

  DOI：10.1016/j.tetlet.2006.04.149

  日期：2006.7

  A chromatography-free process for the synthesis of a bis(benzimidazole)difluoromethane inhibitor of the serine protease tryptase is described. This synthesis features the introduction of the cm-difluoro moiety using the electrophilic fluorinating reagent N-fluoro-bis(phenylsulfonimide) as well as the stepwise introduction of both benzimidazole rings. A protocol for the destruction of reactive, process-related substances produced in the synthesis is also presented. (c) 2006 Elsevier Ltd. All rights reserved.