2,2-dimethoxy-4-(3,4-dimethoxyphenyl)-3-methoxycyclobutenone | 156424-86-1

• 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: 2,2-dimethoxy-4-(3,4-dimethoxyphenyl)-3-methoxycyclobutenone
• 英文别名: 2-(3,4-Dimethoxyphenyl)-3,4,4-trimethoxycyclobut-2-en-1-one
• CAS: 156424-86-1
• 化学式: C₁₅H₁₈O₆
• 分子量: 294.304
• InChiKey: QYLCZTLTMNAYSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,2-dimethoxy-4-(3,4-dimethoxyphenyl)-3-methoxycyclobutenone 在 正丁基锂 、 三氟乙酸酐 作用下， 反应 5.25h， 生成 2,3-bis-(3,4-dimethoxyphenyl)-4-(1-pyrrolo)-4-trimethylsiloxycyclobutenone
  参考文献：
  名称：

  Synthesis of (±)-septicine

  摘要：

  The total synthesis of the indolizidine alkaloid, (+/-)-septicine (5) (27% overall yield) in 8 steps from dimethyl squarate is presented. The key step of the synthesis involves the ring expansion of 2,3-bis-(3,4-dimethoxyphenyl)-4-(1-pyrrolo)cyclobutenone 12 to the corresponding indolizine-5,8-dione 6. The synthesis is highly convergent and thus could be used for the synthesis of a variety of analogs.

  DOI：

  10.1016/s0040-4020(01)80639-6
• 作为产物：
  描述：

  4-溴黎芦醚 在 正丁基锂 、 三氟乙酸酐 作用下， 以 甲醇 为溶剂， 反应 0.83h， 生成 2,2-dimethoxy-4-(3,4-dimethoxyphenyl)-3-methoxycyclobutenone
  参考文献：
  名称：

  Synthesis of (±)-septicine

  摘要：

  The total synthesis of the indolizidine alkaloid, (+/-)-septicine (5) (27% overall yield) in 8 steps from dimethyl squarate is presented. The key step of the synthesis involves the ring expansion of 2,3-bis-(3,4-dimethoxyphenyl)-4-(1-pyrrolo)cyclobutenone 12 to the corresponding indolizine-5,8-dione 6. The synthesis is highly convergent and thus could be used for the synthesis of a variety of analogs.

  DOI：

  10.1016/s0040-4020(01)80639-6

文献信息

• Synthesis of (±)-septicine
  作者：Benjamin R. Yerxa、Kevin Yang、Harold W. Moore

  DOI：10.1016/s0040-4020(01)80639-6

  日期：1994.1

  The total synthesis of the indolizidine alkaloid, (+/-)-septicine (5) (27% overall yield) in 8 steps from dimethyl squarate is presented. The key step of the synthesis involves the ring expansion of 2,3-bis-(3,4-dimethoxyphenyl)-4-(1-pyrrolo)cyclobutenone 12 to the corresponding indolizine-5,8-dione 6. The synthesis is highly convergent and thus could be used for the synthesis of a variety of analogs.