methyl (4-bromo-2-phenylthien-3-yl)acetate | 905838-91-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 英文名称: methyl (4-bromo-2-phenylthien-3-yl)acetate
• 英文别名: Methyl 2-(4-bromo-2-phenylthiophen-3-yl)acetate；methyl 2-(4-bromo-2-phenylthiophen-3-yl)acetate
• CAS: 905838-91-7
• 化学式: C₁₃H₁₁BrO₂S
• 分子量: 311.199
• InChiKey: HXBOGQPURAKHJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl (4-bromo-2-phenylthien-3-yl)acetate 、 4-丙氧基苯硼酸 在 palladium bis[bis(diphenylphosphino)ferrocene] dichloride potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 生成 methyl [2-phenyl-4-(4-propoxyphenyl)thien-3-yl]acetate
  参考文献：
  名称：

  Thiophene substituted acylguanidines as BACE1 inhibitors

  摘要：

  A series of thiophene-substituted acylguanidines were designed from a pyrrole substituted acylguanidine HTS lead. This template allowed a greater flexibility, through differential Suzuki couplings, to explore the binding site of BACE1 and to enhance the inhibitory potencies. This exploration provided a 25-fold enhancement in potency to yield compound 10a, which was 150 nM in a BACE1 FRET assay.

  DOI：

  10.1016/j.bmcl.2007.08.010
• 作为产物：
  描述：

  (2,4-dibromo-thiophen-3-yl)-acetic acid methyl ester 、 苯硼酸 在 palladium bis[bis(diphenylphosphino)ferrocene] dichloride potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 生成 methyl (4-bromo-2-phenylthien-3-yl)acetate
  参考文献：
  名称：

  Thiophene substituted acylguanidines as BACE1 inhibitors

  摘要：

  A series of thiophene-substituted acylguanidines were designed from a pyrrole substituted acylguanidine HTS lead. This template allowed a greater flexibility, through differential Suzuki couplings, to explore the binding site of BACE1 and to enhance the inhibitory potencies. This exploration provided a 25-fold enhancement in potency to yield compound 10a, which was 150 nM in a BACE1 FRET assay.

  DOI：

  10.1016/j.bmcl.2007.08.010