ethyl 2-bromomethyl-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylate | 676501-95-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: ethyl 2-bromomethyl-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylate
• 英文别名: ethyl 2-(bromomethyl)-5-tert-butyl-4-(diethoxyphosphorylmethyl)furan-3-carboxylate
• CAS: 676501-95-4
• 化学式: C₁₇H₂₈BrO₆P
• 分子量: 439.283
• InChiKey: NJRIGEZZJXUPIT-UHFFFAOYSA-N

物化性质

• 沸点：
  500.2±50.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.41
• 重原子数：
  25.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  74.97
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  哌啶 、 ethyl 2-bromomethyl-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylate 以 苯 为溶剂， 反应 11.0h， 以70%的产率得到ethyl 2-(piperidinomethyl)-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylate
  参考文献：
  名称：

  摘要：

  Alkyl 2-methyl-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylates are selectively brominated with N-bromosuccinimide at the methyl group in position 2 of the ring. The resulting bromomethyl derivatives react with secondary amines to form tertiary amines and with sodium butylthiolate in methanol to form the corresponding sulfide. The reaction with potassium thiocyanate in DMF at 80degreesC gives a mixture of thiocyanate and isothiocyanate. When treated with phenolate or alcoholate ions, the bromo-methylfurans decompose.

  DOI：

  10.1023/a:1025669326432
• 作为产物：
  描述：

  ethyl 2-methyl-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylate 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 1.0h， 以90%的产率得到ethyl 2-bromomethyl-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylate
  参考文献：
  名称：

  摘要：

  Alkyl 2-methyl-4-(diethoxyphosphorylmethyl)-5-tert-butylfuran-3-carboxylates are selectively brominated with N-bromosuccinimide at the methyl group in position 2 of the ring. The resulting bromomethyl derivatives react with secondary amines to form tertiary amines and with sodium butylthiolate in methanol to form the corresponding sulfide. The reaction with potassium thiocyanate in DMF at 80degreesC gives a mixture of thiocyanate and isothiocyanate. When treated with phenolate or alcoholate ions, the bromo-methylfurans decompose.

  DOI：

  10.1023/a:1025669326432