Ethyl 3-(1-acetyl-4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)propionate | 63045-84-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Ethyl 3-(1-acetyl-4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)propionate
• 英文别名: Ethyl 3-(1-Acetyl-4-(2-ethoxy-2-oxoethyl)-1H-pyrrol-3-yl)propanoate；ethyl 3-[1-acetyl-4-(2-ethoxy-2-oxoethyl)pyrrol-3-yl]propanoate
• CAS: 63045-84-1
• 化学式: C₁₅H₂₁NO₅
• 分子量: 295.335
• InChiKey: TVORURQDUFJCGP-UHFFFAOYSA-N

物化性质

• 沸点：
  406.4±35.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  74.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 3-(1-acetyl-4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)propionate 在 氢氧化钾 作用下， 反应 4.0h， 以60%的产率得到ethyl 3-(4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)-propionate
  参考文献：
  名称：

  Non-enzymic tetramisation of ethyl 3-(4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)propionate with formaldehyde follows a similar course to the non-enzymic tetramisation of porphobilinogen

  摘要：

  The octaethyl esters of uroporphyrins were formed directly from ethyl 3-(4-ethoxy-earbonylmethyl-1H-pyrrol-3-yl)propionate and formalin in a yield of ca. 30% with the isomers I, II III and IV being formed in the ratio 1:1:4:2. Under anaerobic conditions, the colourless uroporphyrinogen esters were formed in a similar ratio. These observations parallel the non-enzymic formation of uroporphyrinogens from the naturally occurring tetrapyrrole precursor, porphobilinogen, highlighting the similarity in both tetramisation and isomerisation reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01160-1
• 作为产物：
  描述：

  4-氧代庚二酸二乙酯 在 氢氧化钾 、 sodium 作用下， 以 苯 为溶剂， 反应 53.0h， 生成 Ethyl 3-(1-acetyl-4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)propionate
  参考文献：
  名称：

  Facile Chemical Syntheses of Porphobilinogen Analogues: A Four-Step Synthesis of iso-Porphobilinogen

  摘要：

  通过对 Zav'yalov 方法的改进，用四个高产步骤制备了异卟啉原以及一组异卟啉原类似物。

  DOI：

  10.1055/s-2001-16752

文献信息

• Facile Chemical Syntheses of Porphobilinogen Analogues: A Four-Step Synthesis of iso-Porphobilinogen
  作者：Kwai-Ming Cheung、Peter M. Shoolingin-Jordan

  DOI：10.1055/s-2001-16752

  日期：——

  iso-Porphobilinogen was prepared in four good yielding steps, as well as a group of iso-porphobilinogen analogues, using a modification of Zav’yalov’s method.

  通过对 Zav'yalov 方法的改进，用四个高产步骤制备了异卟啉原以及一组异卟啉原类似物。
• Non-enzymic tetramisation of ethyl 3-(4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)propionate with formaldehyde follows a similar course to the non-enzymic tetramisation of porphobilinogen
  作者：Kwai-Ming Cheung、Peter M Shoolingin-Jordan

  DOI：10.1016/s0040-4039(01)01160-1

  日期：2001.8

  The octaethyl esters of uroporphyrins were formed directly from ethyl 3-(4-ethoxy-earbonylmethyl-1H-pyrrol-3-yl)propionate and formalin in a yield of ca. 30% with the isomers I, II III and IV being formed in the ratio 1:1:4:2. Under anaerobic conditions, the colourless uroporphyrinogen esters were formed in a similar ratio. These observations parallel the non-enzymic formation of uroporphyrinogens from the naturally occurring tetrapyrrole precursor, porphobilinogen, highlighting the similarity in both tetramisation and isomerisation reactions. (C) 2001 Elsevier Science Ltd. All rights reserved.