methyl 4-[[[(Z)-1,2-dicyano-2-(dimethylamino)ethenyl]-methylamino]methyl]benzoate | 1001203-11-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 4-[[[(Z)-1,2-dicyano-2-(dimethylamino)ethenyl]-methylamino]methyl]benzoate
• CAS: 1001203-11-7
• 化学式: C₁₆H₁₈N₄O₂
• 分子量: 298.345
• InChiKey: BLDDHYSPXFLDKI-PFONDFGASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  80.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl 4-[[[(Z)-1,2-dicyano-2-(dimethylamino)ethenyl]-methylamino]methyl]benzoate 、 2,3-bis(4-(2-(2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethoxy)phenyl)maleonitrile 在 magnesium di-n-butanolate 作用下， 以 正丁醇 为溶剂， 反应 24.0h， 以36%的产率得到magnesium 7-((4-(butoxycarbonyl)benzyl)(methyl)amino)-8-(dimethylamino)-2,3,12,13,17,18-hexakis(4-(2-(2-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethoxy)ethoxy)ethoxy)phenyl)-5,10,15,20-tetraazaporphyrin-21,23-diide
  参考文献：
  名称：

  Multigram Synthesis of a Water-Soluble Porphyrazine and Derived seco-Porphyrazine Labeling Agents

  摘要：

  Porphyrazine III has been synthesized on a large scale (18.4 g), with minimal chromatographic purification by employing a novel one-pot, 3-step sequence. Two dinitrile precursors I and II, the latter of which consisted of a mixture of geometric isomers, were transformed, via the corresponding pyrroline diimines, into a mixture of III and the octa-Ar-1-porphyrazine. Isolated macrocycle III was subsequently transformed into IV, a water-soluble seco-porphyrazine suitable for the labeling of biological vectors.

  DOI：

  10.1021/ol702481x
• 作为产物：
  描述：

  2-amino-3-((4-methoxycarbonyl)phenylmethyl)amino-2-butenedinitrile 、 硫酸二甲酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 以7.175 g的产率得到methyl 4-[[[(Z)-1,2-dicyano-2-(dimethylamino)ethenyl]-methylamino]methyl]benzoate
  参考文献：
  名称：

  Multigram Synthesis of a Water-Soluble Porphyrazine and Derived seco-Porphyrazine Labeling Agents

  摘要：

  Porphyrazine III has been synthesized on a large scale (18.4 g), with minimal chromatographic purification by employing a novel one-pot, 3-step sequence. Two dinitrile precursors I and II, the latter of which consisted of a mixture of geometric isomers, were transformed, via the corresponding pyrroline diimines, into a mixture of III and the octa-Ar-1-porphyrazine. Isolated macrocycle III was subsequently transformed into IV, a water-soluble seco-porphyrazine suitable for the labeling of biological vectors.

  DOI：

  10.1021/ol702481x

文献信息

• Multigram Synthesis of a Water-Soluble Porphyrazine and Derived <i>seco</i>-Porphyrazine Labeling Agents
  作者：Xavier Guinchard、Matthew J. Fuchter、Andrea Ruggiero、Brian J. Duckworth、Anthony G. M. Barrett、Brian M. Hoffman

  DOI：10.1021/ol702481x

  日期：2007.12.1

  Porphyrazine III has been synthesized on a large scale (18.4 g), with minimal chromatographic purification by employing a novel one-pot, 3-step sequence. Two dinitrile precursors I and II, the latter of which consisted of a mixture of geometric isomers, were transformed, via the corresponding pyrroline diimines, into a mixture of III and the octa-Ar-1-porphyrazine. Isolated macrocycle III was subsequently transformed into IV, a water-soluble seco-porphyrazine suitable for the labeling of biological vectors.