[(1Z,4Z,9Z,15Z)-7,17-Diethyl-3,8,13,18-tetramethyl-12-(4-nitro-phenoxycarbonylmethyl)-porphyrin-2-yl]-acetic acid 4-nitro-phenyl ester | 85097-08-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• 英文名称: [(1Z,4Z,9Z,15Z)-7,17-Diethyl-3,8,13,18-tetramethyl-12-(4-nitro-phenoxycarbonylmethyl)-porphyrin-2-yl]-acetic acid 4-nitro-phenyl ester
• CAS: 85097-08-1；74427-71-7
• 化学式: C₄₄H₄₀N₆O₈
• 分子量: 780.837
• InChiKey: AMCRKHYAWXHWJA-HCJVVEKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.73
• 重原子数：
  58.0
• 可旋转键数：
  10.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  196.24
• 氢给体数：
  2.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  、 [(1Z,4Z,9Z,15Z)-7,17-Diethyl-3,8,13,18-tetramethyl-12-(4-nitro-phenoxycarbonylmethyl)-porphyrin-2-yl]-acetic acid 4-nitro-phenyl ester 以 吡啶 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Further studies of the dimeric .beta.-linked "face-to-face four" porphyrin: FTF4

  摘要：

  DOI：

  10.1021/ja00347a029
• 作为产物：
  描述：

  ((1Z,5Z,9Z,14Z)-12-Ethoxycarbonylmethyl-7,17-diethyl-3,8,13,18-tetramethyl-22,24-dihydro-porphin-2-yl)-acetic acid ethyl ester 在 盐酸 作用下， 以 吡啶 、 三氟乙酸 为溶剂， 反应 8.5h， 生成 [(1Z,4Z,9Z,15Z)-7,17-Diethyl-3,8,13,18-tetramethyl-12-(4-nitro-phenoxycarbonylmethyl)-porphyrin-2-yl]-acetic acid 4-nitro-phenyl ester
  参考文献：
  名称：

  Further studies of the dimeric .beta.-linked "face-to-face four" porphyrin: FTF4

  摘要：

  DOI：

  10.1021/ja00347a029

文献信息

• Mixed substrate supermolecules: binding of organic substrates and of metal ions to heterotopic coreceptors containing porphyrin subunits
  作者：Andrew D. Hamilton、Jean-Marie Lehn、Jonathan L. Sessler

  DOI：10.1039/c39840000311

  日期：——

  macropentacyclic compounds (1)–(3), which combine porphyrin rings and [18]-N2O4aza-oxamacrocycles as substrate selective binding subunits, complex diammonium ions +H3N–[CH2]n–NH3+(anchored to the [18]-N2O4sites and included in the central molecular cavity) and /or ZnIIions (bound to the porphyrin groups), thus yielding organic/inorganic mixed substrate supramolecular structures.

  结合卟啉环和[18] -N 2 O 4氮杂-氧杂大环作为底物选择性结合亚基的大环和大五环化合物（1）-（3），复杂的二铵离子+ H 3 N- [CH 2 ] n -NH 3 +（锚定在[18] -N 2 O 4位并包含在中心分子腔中）和/或Zn II离子（结合到卟啉基上），从而产生有机/无机混合底物超分子结构。
• Coreceptor molecules. Synthesis of metalloreceptors containing porphyrin subunits and formation of mixed substrate supermolecules by binding of organic substrates and of metal ions
  作者：Andrew. Hamilton、Jean Marie. Lehn、Jonathan L. Sessler

  DOI：10.1021/ja00277a021

  日期：1986.8
• Protonated Sapphyrins. Highly Effective Phosphate Receptors
  作者：Vladimír Král、Hiroyuki Furuta、Kevin Shreder、Vincent Lynch、Jonathan L. Sessler

  DOI：10.1021/ja9529605

  日期：1996.1.1

  The phosphate anion chelation properties of several sapphyrin derivatives, namely 3,12,13,22-tetraethyl-8,17-bis[bis(hydroxyethyl)amino)carbonylethyl]-2,7,18,23-tetramethysapphyrin (1), 3,12,13,22-tetraethyl-2,7,18,23-tetramethyl-8,17-bis(hydroxypropyl)sapphyrin (2), and 3,8,12,13,17,22-hexaethyl-2,7,18,23-tetramethysapphyrin (3) are reported. X-ray diffraction studies of the dihydroxylated and decaalkyl derivatives 2 and 3 reveal that the diprotonated forms of sapphyrin are capable of stabilizing 1:2 inner-sphere complexes with phosphate-derived monoanions, such as diphenyl phosphate and monobasic phenyl phosphate. Similar analyses reveal that the diprotonated form of dihydroxysapphyrin 2 is capable of forming a 1:1 chelate complex in the solid state with either mono- or dibasic phosphoric acid. Solution-phase studies, involving H-1 and P-31 NMR spectroscopy, confirm that these same sapphyrins are capable of binding phosphate anions in organic solution, a conclusion that is supported by qualitative fast atom bombardment mass spectrometric (FAB MS) and extractive partition studies. In the case of phenylphosphonic acid and sapphyrin 2, extraction studies were consistent with 2:1 and 1:1 phosphate-to-sapphyrin binding stochiometries at pH 1.68 and 5.6, respectively. Similar studies using NMR and visible spectroscopy carried out with the water-soluble tetrahydroxy sapphyrin derivative, 1, and 2 indicate that these species bind phosphate anion in both methanolic and aqueous solution. Calculated association constants are on the order of 10(4) M(-1) in methanol and 10(2) M(-1) in 10 mM aqueous bis-Tris, pH 6.1.