ethyl 3-(4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)-propionate | 367967-01-9

• 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-(4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)-propionate
• 英文别名: ethyl 3-[4-(2-ethoxy-2-oxoethyl)-1H-pyrrol-3-yl]propanoate
• CAS: 367967-01-9
• 化学式: C₁₃H₁₉NO₄
• 分子量: 253.298
• InChiKey: UWVKWEQVHYIDHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  68.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 ethyl 3-(4-ethoxycarbonylmethyl-1H-pyrrol-3-yl)-propionate 在 对甲苯磺酸 、 氧气 作用下， 以 苯 为溶剂， 反应 6.0h， 生成 3,3',3'',3'''-(3,7,13,17-tetrakis-ethoxycarbonylmethyl-porphyrin-2,8,12,18-tetrayl)-tetra-propionic acid tetraethyl ester 、 2-[7,12,17-tris(carboxymethyl)-3,8,13,18-tetrakis(3-ethoxy-3-oxopropyl)-21,22-dihydroporphyrin-2-yl]acetic acid 、 、
  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：

  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

文献信息

• 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.