di-tert-butyl (2-(2,5-dichlorophenyl)-2-oxoethyliminodicarbonate) | 1403963-91-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: di-tert-butyl (2-(2,5-dichlorophenyl)-2-oxoethyliminodicarbonate)
• 英文别名: tert-butyl N-[2-(2,5-dichlorophenyl)-2-oxoethyl]-N-[(2-methylpropan-2-yl)oxycarbonyl]carbamate
• CAS: 1403963-91-6
• 化学式: C₁₈H₂₃Cl₂NO₅
• 分子量: 404.29
• InChiKey: KVYFDAUYMXZIJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  di-tert-butyl (2-(2,5-dichlorophenyl)-2-oxoethyliminodicarbonate) 、 N,N-二甲基甲酰胺二甲基缩醛 反应 41.0h， 以40%的产率得到di-tert-butyl 1-(dimethylamino)-3-(2,5-dichlorophenyl)-3-oxoprop-1-en-2-yliminodicarbonate
  参考文献：
  名称：

  Discovery of Potent and Selective Pyrazolopyrimidine Janus Kinase 2 Inhibitors

  摘要：

  The discovery of somatic Jak2 mutations in patients with chronic myeloproliferative neoplasms has led to significant interest in disc-ova-ring selective Jak2 inhibitors for use in treating these disorders. A high-throughput screening effort identified the pyrazolo[1,5-a]pyrimidine scaffold as a potent inhibit-or of Jak2. Optimization of lead compounds 7a-b and 8 in this chemical series for activity against Jak2, selectivity against other Jak family kinases, and good in vivo pharmacokinetic properties led to the discovery of 7j. In a SET2 xenograft model that is dependent on Jak2 for growth, 7j demonstrated a time-dependent knock-down of pSTAT5, a downstream target of Jak2.

  DOI：

  10.1021/jm3012239
• 作为产物：
  描述：

  双(叔丁氧羰基)胺 、 2-溴-1-(2,5-二氯苯基)乙酮 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 3.0h， 以34%的产率得到di-tert-butyl (2-(2,5-dichlorophenyl)-2-oxoethyliminodicarbonate)
  参考文献：
  名称：

  Discovery of Potent and Selective Pyrazolopyrimidine Janus Kinase 2 Inhibitors

  摘要：

  The discovery of somatic Jak2 mutations in patients with chronic myeloproliferative neoplasms has led to significant interest in disc-ova-ring selective Jak2 inhibitors for use in treating these disorders. A high-throughput screening effort identified the pyrazolo[1,5-a]pyrimidine scaffold as a potent inhibit-or of Jak2. Optimization of lead compounds 7a-b and 8 in this chemical series for activity against Jak2, selectivity against other Jak family kinases, and good in vivo pharmacokinetic properties led to the discovery of 7j. In a SET2 xenograft model that is dependent on Jak2 for growth, 7j demonstrated a time-dependent knock-down of pSTAT5, a downstream target of Jak2.

  DOI：

  10.1021/jm3012239