1-isopropyl 4-methyl 2-hydroxy-2-(2-(methoxycarbonylamino)phenyl)succinate | 1403665-33-7

• 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: 1-isopropyl 4-methyl 2-hydroxy-2-(2-(methoxycarbonylamino)phenyl)succinate
• CAS: 1403665-33-7
• 化学式: C₁₆H₂₁NO₇
• 分子量: 339.345
• InChiKey: KQXRABHJGWTUOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.57
• 重原子数：
  24.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  111.16
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-isopropyl 4-methyl 2-hydroxy-2-(2-(methoxycarbonylamino)phenyl)succinate 、 异丙醇 在 盐酸 作用下， 反应 432.0h， 以39%的产率得到diisopropyl 2-hydroxy-2-(2-(methoxycarbonylamino)phenyl)succinate
  参考文献：
  名称：

  Microwave-Assisted Synthesis of 3,1-Benzoxazin-2-ones from 3-Hydroxyoxindoles

  摘要：

  A general protocol for the synthesis of 3,1-benzoxazin-2-ones 18 from 3-hydroxyoxindoles 16 in a two steps sequence through phenylsuccinates or phenylpropionates 17 is described. Best reaction conditions for ring opening of 16 to succinates or propionates 17 were achieved using alcohol/silica gel, while cyclization of 17 to benzoxazinones 18 was easily done with HCl/alcohol. It was also found that 17 and 18 can be transesterified using HCl/alcohol. Most transformations were carried out by traditional heating and by microwave (MW) irradiation to accelerate reaction rates.

  DOI：

  10.3987/com-12-12472
• 作为产物：
  描述：

  dimethyl 2-hydroxy-2-(2-(methoxycarbonylamino)phenyl)succinate 在 盐酸 、 silica gel 作用下， 反应 88.0h， 生成 1-isopropyl 4-methyl 2-hydroxy-2-(2-(methoxycarbonylamino)phenyl)succinate
  参考文献：
  名称：

  Microwave-Assisted Synthesis of 3,1-Benzoxazin-2-ones from 3-Hydroxyoxindoles

  摘要：

  A general protocol for the synthesis of 3,1-benzoxazin-2-ones 18 from 3-hydroxyoxindoles 16 in a two steps sequence through phenylsuccinates or phenylpropionates 17 is described. Best reaction conditions for ring opening of 16 to succinates or propionates 17 were achieved using alcohol/silica gel, while cyclization of 17 to benzoxazinones 18 was easily done with HCl/alcohol. It was also found that 17 and 18 can be transesterified using HCl/alcohol. Most transformations were carried out by traditional heating and by microwave (MW) irradiation to accelerate reaction rates.

  DOI：

  10.3987/com-12-12472