5-((5-formyl-4-(2-methoxy-2-oxoethyl)-3-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl)methyl)-4-(3-methoxy-3-oxopropyl)-3-methyl-1H-pyrrole-2-carboxylic acid | 77929-50-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 5-((5-formyl-4-(2-methoxy-2-oxoethyl)-3-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl)methyl)-4-(3-methoxy-3-oxopropyl)-3-methyl-1H-pyrrole-2-carboxylic acid
• 英文别名: 5'-formyl-4-methyl-3,3'-di-(2-methoxycarbonylethyl)-4'-(methoxycarbonylmethyl)-2,2'-methylenedipyrrole-5-carboxylic acid
• CAS: 77929-50-1
• 化学式: C₂₃H₂₈N₂O₉
• 分子量: 476.483
• InChiKey: WLHHSEAHWWVQPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.68
• 重原子数：
  34.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  164.85
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5'-formyl-3',4-di-(2-methoxycarbonylethyl)-3,4'-dimethoxycarbonylmethyl-2,2'-methylenedipyrrole-5-carboxylic acid 、 5-((5-formyl-4-(2-methoxy-2-oxoethyl)-3-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl)methyl)-4-(3-methoxy-3-oxopropyl)-3-methyl-1H-pyrrole-2-carboxylic acid 在 对甲苯磺酸 、 氧气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 72.0h， 以6.7 mg的产率得到3-[(1Z,4Z,9Z,15Z)-8,12,18-Tris-(2-methoxycarbonyl-ethyl)-3,13-bis-methoxycarbonylmethyl-7,17-dimethyl-6,21,22,23-tetrahydro-porphin-2-yl]-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis of substrate analogs of methyltransferases in the vitamin B12 biosynthetic pathway and characterization of their enzymatic products

  摘要：

  The specificity toward substrate analogs of the first two methyltransferases in the vitamin B-12 biosynthetic pathway was probed with 15 synthetic porphyrinogens. Several novel methylated chlorins and isobacteriochlorins were isolated and characterized, suggesting the same methylation sequence C-2 > C-7 > C-20 as for the natural substrate, uro'gen III. The results allow us to narrow down possible structural requirements concerning substrate recognition by the methyltransferase enzymes. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.01.041
• 作为产物：
  描述：

  5-[5-Formyl-3-(2-methoxycarbonyl-ethyl)-4-methoxycarbonylmethyl-1H-pyrrol-2-ylmethyl]-4-(2-methoxycarbonyl-ethyl)-3-methyl-1H-pyrrole-2-carboxylic acid benzyl ester 在 palladium on activated charcoal 氢气 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 5-((5-formyl-4-(2-methoxy-2-oxoethyl)-3-(3-methoxy-3-oxopropyl)-1H-pyrrol-2-yl)methyl)-4-(3-methoxy-3-oxopropyl)-3-methyl-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis of substrate analogs of methyltransferases in the vitamin B12 biosynthetic pathway and characterization of their enzymatic products

  摘要：

  The specificity toward substrate analogs of the first two methyltransferases in the vitamin B-12 biosynthetic pathway was probed with 15 synthetic porphyrinogens. Several novel methylated chlorins and isobacteriochlorins were isolated and characterized, suggesting the same methylation sequence C-2 > C-7 > C-20 as for the natural substrate, uro'gen III. The results allow us to narrow down possible structural requirements concerning substrate recognition by the methyltransferase enzymes. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.01.041

文献信息

• Chakrabarty, M.; Ali, S. A.; Philip, G., Heterocycles, 1981, vol. 15, # 2, p. 1199 - 1204
  作者：Chakrabarty, M.、Ali, S. A.、Philip, G.、Jackson, A. H.

  DOI：——

  日期：——