2-[(triisopropylsilanyl)-ethynyl]-1-tert-butoxycarbonylbenzimidazole | 486999-89-7

• 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: 2-[(triisopropylsilanyl)-ethynyl]-1-tert-butoxycarbonylbenzimidazole
• 英文别名: 2-[(triisopropylsilanyl)ethynyl]benzoimidazole-1-carboxylic acid tert-butyl ester；Tert-butyl 2-[2-tri(propan-2-yl)silylethynyl]benzimidazole-1-carboxylate；tert-butyl 2-[2-tri(propan-2-yl)silylethynyl]benzimidazole-1-carboxylate
• CAS: 486999-89-7
• 化学式: C₂₃H₃₄N₂O₂Si
• 分子量: 398.621
• InChiKey: GPBKNWHNMWOVML-UHFFFAOYSA-N

物化性质

• 沸点：
  449.6±28.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.39
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[(triisopropylsilanyl)-ethynyl]-1-tert-butoxycarbonylbenzimidazole 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以77%的产率得到2-(2-triisopropylsilylethynyl)benzimidazole
  参考文献：
  名称：

  Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹

  摘要：

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.

  DOI：

  10.1021/ol027100p
• 作为产物：
  描述：

  2-溴苯并咪唑 在 palladium diacetate copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 三乙胺 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 17.0h， 生成 2-[(triisopropylsilanyl)-ethynyl]-1-tert-butoxycarbonylbenzimidazole
  参考文献：
  名称：

  Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹

  摘要：

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.

  DOI：

  10.1021/ol027100p

文献信息

• BENZIMIDAZOLE DERIVATIVES AS GPX4 INHIBITORS
  申请人：[en]SONATA THERAPEUTICS, INC.

  公开号：WO2024129780A1

  公开（公告）日：2024-06-20

  The present disclosure provides a compounds of Formula (I) or a pharmaceutically acceptable salt thereof and its use in,e.g. treating a condition, disease, or disorder in which inhibiting GPX4 in a subject is of therapeutic benefit, specifically in treating cancer or autoimmune diseases. This disclosure also features a composition containing the same as well as methods of using and making the same.
• Synthesis and Thermolysis of Heterocyclic 3-Aza-3-ene-1,5-diynes¹
  作者：Asha K. Nadipuram、Wendi M. David、Dalip Kumar、Sean M. Kerwin

  DOI：10.1021/ol027100p

  日期：2002.12.1

  [GRAPHICS]Simple, acyclic 3-aza-3-ene-1,5-diynes undergo an aza-Bergman rearrangement to a fleeting 2,5-didehydropyridine (2,5-ddp) intermediate that rapidly ring-opens to beta-alkynylacrylonitrile products. In an effort to access longer-lived 2,5-ddp intermediates, we have prepared heterocyclic 3-aza-3-ene-1,5-diynes. The thermolysis of one such heterocyclic aza-enedlyne does not afford products derived from trapping a 2,5-ddp intermediate but rather cyclopropanes that appear to arise from a carbene intermediate and a product that appears to be a trapping product from a 2,3-ddp intermediate.