2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)-ethylmethanesulfonate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)-ethylmethanesulfonate
• 英文别名: [2-[Tert-butyl(dimethyl)silyl]oxy-1-(3-chlorophenyl)ethyl] methanesulfonate；[2-[tert-butyl(dimethyl)silyl]oxy-1-(3-chlorophenyl)ethyl] methanesulfonate
• 化学式: C₁₅H₂₅ClO₄SSi
• 分子量: 364.966
• InChiKey: LWCXNTWAKJJMDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)-ethylmethanesulfonate 在 四丁基氟化铵 、 双(三甲基硅烷基)氨基钾 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 仲丁醇 为溶剂， 反应 46.67h， 生成 1-(1-(3-chlorophenyl)-2-hydroxyethyl)-4-(2-((tetrahydro-2H-pyran-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one
  参考文献：
  名称：

  Discovery of Highly Potent, Selective, and Efficacious Small Molecule Inhibitors of ERK1/2

  摘要：

  Using structure-based design, a novel series of pyridone ERK1/2 inhibitors was developed. Optimization led to the identification of (S)-14k, a potent, selective, and orally bioavailable agent that inhibited tumor growth in mouse xenograft models. On the basis of its in vivo efficacy and preliminary safety profiles, (S)-14k was selected for further preclinical evaluation.

  DOI：

  10.1021/jm501921k
• 作为产物：
  描述：

  (3-chlorophenyl)magnesium bromide 在 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-(tert-butyldimethylsilyloxy)-1-(3-chlorophenyl)-ethylmethanesulfonate
  参考文献：
  名称：

  Discovery of Highly Potent, Selective, and Efficacious Small Molecule Inhibitors of ERK1/2

  摘要：

  Using structure-based design, a novel series of pyridone ERK1/2 inhibitors was developed. Optimization led to the identification of (S)-14k, a potent, selective, and orally bioavailable agent that inhibited tumor growth in mouse xenograft models. On the basis of its in vivo efficacy and preliminary safety profiles, (S)-14k was selected for further preclinical evaluation.

  DOI：

  10.1021/jm501921k