1,2-bis-(5-tert-butoxycarbonyl-3,4-dimethylpyrrolyl)-ethane | 96505-53-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1,2-bis-(5-tert-butoxycarbonyl-3,4-dimethylpyrrolyl)-ethane
• 英文别名: 1,2-bis(5-tert-butoxycarbonylpyrrole)ethane；3,4,3',4'-tetramethyl-1H,1'H-5,5'-ethane-1,2-diyl-bis-pyrrole-2-carboxylic acid di-tert-butyl ester；1,2-Bis-(3,4-dimethyl-5-tert.-butyloxycarbonyl-pyrrol-2-yl)-ethan；1,2-Bis-(5-t-butoxycarbonyl-3,4-dimethylpyrrolyl)-ethane；tert-butyl 5-[2-[3,4-dimethyl-5-[(2-methylpropan-2-yl)oxycarbonyl]-1H-pyrrol-2-yl]ethyl]-3,4-dimethyl-1H-pyrrole-2-carboxylate
• CAS: 96505-53-2
• 化学式: C₂₄H₃₆N₂O₄
• 分子量: 416.561
• InChiKey: CNMLWBGCOIGJAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  84.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-bis-(5-tert-butoxycarbonyl-3,4-dimethylpyrrolyl)-ethane 在 硫酸 、 铜 、 三氟乙酸 作用下， 反应 6.5h， 生成 2,3,6,7,11,12,17,18-Octamethyl-corrphycene
  参考文献：
  名称：

  On the chemistry of pyrrole pigments, XCVI: An efficient synthesis of corrphycenes

  摘要：

  By means of copper catalyzed intramolecular coupling of the easily accessible 1,2-bis-(1-iodo-dipyrrin-9-yl)-ethanes and subsequent demetallation of the intermediate copper complexes corrphycenes could be prepared in nearly 40% overall yields.

  DOI：

  10.1007/bf00807410
• 作为产物：
  描述：

  1,2-bis(5-tert-butoxycarbonyl-3,4-dimethylpyrrolyl)-ethene 在 palladium on activated charcoal 甲醇 、 magnesium 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以80%的产率得到1,2-bis-(5-tert-butoxycarbonyl-3,4-dimethylpyrrolyl)-ethane
  参考文献：
  名称：

  On the chemistry of pyrrole pigments, XCII: Syntheses of 1,2-bis-pyrrolylethanes

  摘要：

  1,2-bis-Pyrrolylethanes are potential synthesis precursors of b-homorubins. They were synthesized in two ways: by self coupling of a 5-halomethylpyrrole using VCl3/LiAlH4 or by the reduction of 1,2-bis-pyrrolylethenes using Mg-MeOH/Pd-C as catalyst. The yields were 30-40% for the first method and reached 80% for the second one.

  DOI：

  10.1007/bf00813210

文献信息

• An Efficient Preparation of 1,2-Bis(Dipyrrin-9-Ylene)-Ethane, the First Fully Conjugated<i>b</i>-Homobilin
  作者：Qingqi Chen、Bingzi Chen、Xiaoli Li

  DOI：10.1080/00397910008087334

  日期：2000.2

  Abstract 1,2-Bis(dipyrrin-9-ylene)-ethane 1, the first fully conjugated b-homobilin, was synthesized in two steps with excellent yield by first condensing 1,2-bispyrrylethane 3 with 2 molecular 5-formylpyrrole 4, followed by dehydration of the result 1,2-Bis(dipyrrin-9-yl)-ethane 2 with DDQ in dichloromethane. The chemical and spectroscopic properties of this novel chromophoric system are discussed

  摘要 1,2-双(二吡喃-9-亚苯基)-乙烷1，第一个完全共轭的b-homobilin，通过首先将1,2-双吡咯烷3与2分子的5-甲酰基吡咯4缩合，分两步合成，收率优异然后在二氯甲烷中用 DDQ 使所得的 1,2-双(二吡喃-9-基)-乙烷 2 脱水。讨论了这种新型发色系统的化学和光谱特性。
• An Efficient Route to 1,2-BIS(9′-Bromodipyrrin)ethane
  作者：Q. Chen、X. Li、B. Chen

  DOI：10.1080/00397919808004443

  日期：1998.9

  1,2-Bis(9-bromodipyrrin)-ethane, an important imtermediate for isoporphyrins (porphyrin isomers), homo-biliverdins and -bilrubins, is synthesized with excellent yield by bromination of the corresponding 1,2-bis(9-carboxydipyrrin)-ethane, which is distinctly shorter and more efficient than the literature report.
• On the chemistry of pyrrole pigments, XCVI: An efficient synthesis of corrphycenes
  作者：H. Falk、Q. -Q. Chen

  DOI：10.1007/bf00807410

  日期：1996.1

  By means of copper catalyzed intramolecular coupling of the easily accessible 1,2-bis-(1-iodo-dipyrrin-9-yl)-ethanes and subsequent demetallation of the intermediate copper complexes corrphycenes could be prepared in nearly 40% overall yields.
• On the chemistry of pyrrole pigments, XCII: Syntheses of 1,2-bis-pyrrolylethanes
  作者：Q. -Q. Chen、H. Falk、R. Micura

  DOI：10.1007/bf00813210

  日期：1995.4

  1,2-bis-Pyrrolylethanes are potential synthesis precursors of b-homorubins. They were synthesized in two ways: by self coupling of a 5-halomethylpyrrole using VCl3/LiAlH4 or by the reduction of 1,2-bis-pyrrolylethenes using Mg-MeOH/Pd-C as catalyst. The yields were 30-40% for the first method and reached 80% for the second one.