3,8,12-Triethyl-14-formyl-2,7,13-trimethyltripyrrin-1(15H,16H)-one | 66934-45-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 3,8,12-Triethyl-14-formyl-2,7,13-trimethyltripyrrin-1(15H,16H)-one
• 英文别名: 3,7,12-triethyl-2,8,13-trimethyl-14-oxo-14,17-dihydro-15H-tripyrrine-1-carbaldehyde
• CAS: 66934-45-0
• 化学式: C₂₄H₂₉N₃O₂
• 分子量: 391.513
• InChiKey: GLHYJNKIBNSUEA-VQOBRRQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.32
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (Z,Z,Z)-1,19-Dioxo-2,7,8,12,13,18-hexamethyl-3,17-diethyl-1,19,22,24-tetrahydro-21H-bilin 在 lead(IV) acetate 、 溶剂黄146 作用下， 反应 0.75h， 生成 21-Acetyl-3,8,12,17-tetraethyl-2,7,13,18-tetramethylbilin-1,5,19(5H,21H,24H)-trione 、 5-Acetoxy-3,8,12,17-tetraethyl-2,7,13,18-tetramethylbilin-1,19(21H,24H)-dione 、 3,8,12-Triethyl-14-formyl-2,7,13-trimethyltripyrrin-1(15H,16H)-one
  参考文献：
  名称：

  Reaktivität von Pyrrolpigmenten, 15 Mitt.: Über die Oxidation von Bilirubinen und Biliverdinen

  摘要：

  Characteristic oxidation reactions of bilin-1,19-diones (biliverdins) and biladien-ac-1,19-diones (bilirubins) were reinvestigated. These include bromine and iodine oxidation of biliverdin IXalpha bilirubin IXalpha and their Zn(II) complexes, the reaction described by Siedel (1941) of mesobilirubin XIIIalpha dimethyl ester with nitric acid (Gmelin reaction) and Smith's oxidation (1977) of etiobiliverdin IVgamma using Tl triacetate and Pb tetra-acetate. For some of these reaction products new structures were assigned on the basis of their spectrometric data. These structures agreed with the expected reactivity pattern of biliverdins and bilirubins.

  DOI：

  10.1007/bf00814136

文献信息

• Reaktivität von Pyrrolpigmenten, 15 Mitt.: Über die Oxidation von Bilirubinen und Biliverdinen
  作者：C. Acero、J. M. Ribó、R. Solé、F. R. Trull

  DOI：10.1007/bf00814136

  日期：1993.4

  Characteristic oxidation reactions of bilin-1,19-diones (biliverdins) and biladien-ac-1,19-diones (bilirubins) were reinvestigated. These include bromine and iodine oxidation of biliverdin IXalpha bilirubin IXalpha and their Zn(II) complexes, the reaction described by Siedel (1941) of mesobilirubin XIIIalpha dimethyl ester with nitric acid (Gmelin reaction) and Smith's oxidation (1977) of etiobiliverdin IVgamma using Tl triacetate and Pb tetra-acetate. For some of these reaction products new structures were assigned on the basis of their spectrometric data. These structures agreed with the expected reactivity pattern of biliverdins and bilirubins.