methyl 3,5-dimethyl-4-dimethylaminomethyl-1H-pyrrole-2-carboxylate | 1174669-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: methyl 3,5-dimethyl-4-dimethylaminomethyl-1H-pyrrole-2-carboxylate
• 英文别名: methyl 4-[(dimethylamino)methyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate
• CAS: 1174669-96-5
• 化学式: C₁₁H₁₈N₂O₂
• 分子量: 210.276
• InChiKey: OHGTUPFUQYIVKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  45.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3,5-dimethyl-4-dimethylaminomethyl-1H-pyrrole-2-carboxylate 、 碘甲烷 以 乙醇 为溶剂， 反应 3.0h， 以99%的产率得到methyl 3,5-dimethyl-4-(trimethylammoniummethyl iodide)-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  13C-labeled bilirubin: synthesis of 31(32),171(172)-di-[13C]-mesobilirubin-XIIIα

  摘要：

  The title compound, labeled with C-13 in the ethyl groups was synthesized from (KCN)-C-13 and low-molecular-weight components. The synthetic relay compound was 3(1)(3(2))[C-13]-xanthobilirubinic acid methyl ester in a synthetic route that leads to a label in the ethyl beta-substituent of a dipyrrinone model for bilirubin. This labeled dipyrrinone was oxidatively coupled to the dimethyl ester of mesobiliverdin-XIII alpha, thereby providing a route to a C-13-labeled mesobiliverdin and mesobilirubin, with one carbon of each ethyl being 98% C-13-enriched.

  DOI：

  10.1007/s00706-008-0050-1
• 作为产物：
  描述：

  聚合甲醛 、 3,5-二甲基-1H-吡咯-2-羧酸甲酯 、 盐酸二甲胺 以 甲醇 、 水 为溶剂， 反应 11.0h， 以70%的产率得到methyl 3,5-dimethyl-4-dimethylaminomethyl-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  13C-labeled bilirubin: synthesis of 31(32),171(172)-di-[13C]-mesobilirubin-XIIIα

  摘要：

  The title compound, labeled with C-13 in the ethyl groups was synthesized from (KCN)-C-13 and low-molecular-weight components. The synthetic relay compound was 3(1)(3(2))[C-13]-xanthobilirubinic acid methyl ester in a synthetic route that leads to a label in the ethyl beta-substituent of a dipyrrinone model for bilirubin. This labeled dipyrrinone was oxidatively coupled to the dimethyl ester of mesobiliverdin-XIII alpha, thereby providing a route to a C-13-labeled mesobiliverdin and mesobilirubin, with one carbon of each ethyl being 98% C-13-enriched.

  DOI：

  10.1007/s00706-008-0050-1