2,4,6-tris(tert-butoxycarbonylmethoxy)benzaldehyde | 1097262-98-0

• 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: 2,4,6-tris(tert-butoxycarbonylmethoxy)benzaldehyde
• 英文别名: Tert-butyl 2-[4-formyl-3,5-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]phenoxy]acetate；tert-butyl 2-[4-formyl-3,5-bis[2-[(2-methylpropan-2-yl)oxy]-2-oxoethoxy]phenoxy]acetate
• CAS: 1097262-98-0
• 化学式: C₂₅H₃₆O₁₀
• 分子量: 496.555
• InChiKey: YPXPMMJDOLNCIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  35
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  124
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  2,4,6-tris(tert-butoxycarbonylmethoxy)benzaldehyde 、 2-(二吡咯-2-基)甲基三甲苯 在 三氟化硼乙醚 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 氯仿 为溶剂， 以20%的产率得到5,15-[2,4,6-trimethylphenyl]-10,20-[2,4,6-tris-(tertbutoxycarbonylmethoxy)phenyl]porphyrin
  参考文献：
  名称：

  Novel polycarboxylate porphyrins: Synthesis, characterization, photophysical properties and preliminary antimicrobial study against Gram-positive bacteria

  摘要：

  We describe the synthesis, characterization and photophysical properties of two new polycarboxylic photosensitizers. Owing to their structural design, these two compounds show water solubilities larger than natural carboxylic photosensitizers (e.g., protoporphyrin IX, hematoporphyrin, etc.) and also good singlet oxygen quantum yields. These compounds were tested as photo-antimicrobial agents against Staphylococcus aureus and Bacillus cereus strains. Results reveal that their photocytotoxicities are strongly dependent on their amphiphilic character and more precisely the number and position of the carboxylic acid and mesityl substituents. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.033
• 作为产物：
  描述：

  溴乙酸叔丁酯 、 间苯三酚甲醛 在 potassium carbonate 作用下， 以63%的产率得到2,4,6-tris(tert-butoxycarbonylmethoxy)benzaldehyde
  参考文献：
  名称：

  Novel polycarboxylate porphyrins: Synthesis, characterization, photophysical properties and preliminary antimicrobial study against Gram-positive bacteria

  摘要：

  We describe the synthesis, characterization and photophysical properties of two new polycarboxylic photosensitizers. Owing to their structural design, these two compounds show water solubilities larger than natural carboxylic photosensitizers (e.g., protoporphyrin IX, hematoporphyrin, etc.) and also good singlet oxygen quantum yields. These compounds were tested as photo-antimicrobial agents against Staphylococcus aureus and Bacillus cereus strains. Results reveal that their photocytotoxicities are strongly dependent on their amphiphilic character and more precisely the number and position of the carboxylic acid and mesityl substituents. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.033

文献信息

• Microenvironment Engineering in ortho- and para-Dendronized Metalloporphyrin-Fullerene Conjugates Involving a trans-2-Bisaddition Pattern
  作者：Michaela Ruppert、Walter Bauer、Andreas Hirsch

  DOI：10.1002/chem.201100270

  日期：2011.7.25

  A new series of dendronized metalloporphyrin–fullerene conjugates as photosynthetic reaction center mimics was developed in a highly regioselective fashion through tether‐controlled synthesis. The microenvironment around the porphyrin core is dependent on the spatial substitution pattern and the nature and generation number of the dendrons, which was proven by cyclic voltammetry.

  通过束缚控制合成，以高度区域选择性的方式开发了一系列新的树突化金属卟啉-富勒烯共轭物，作为光合作用反应中心模拟物。卟啉核周围的微环境取决于空间取代模式以及树枝状分子的性质和生成数，这已通过循环伏安法证明。
• Design and synthesis of water-soluble bioconjugatable trans-AB-porphyrins
  作者：Ana Z. Muresan、Jonathan S. Lindsey

  DOI：10.1016/j.tet.2008.08.096

  日期：2008.12

  Three free base porphyrins have been prepared that bear a polar and facially encumbering 2,4,6-tris(carboxymethoxy)phenyl Motif at One meso (5-) position. The only other substituent (15-position) comprises phenyl, formyl, or p-aminophenyl. The porphyrins exhibit solubility in water (or aqueous buffer Solutions) at pH >= 7 and concentrations >1 mM at room temperature. The concise syntheses, water solubility, and bioconjugatable handle make these porphyrin constructs Suitable for biological applications. (C) 2008 Elsevier Ltd. All rights reserved.
• Novel polycarboxylate porphyrins: Synthesis, characterization, photophysical properties and preliminary antimicrobial study against Gram-positive bacteria
  作者：Ahmad Jiblaoui、Stéphanie Leroy-Lhez、Tan-Sothea Ouk、Karine Grenier、Vincent Sol

  DOI：10.1016/j.bmcl.2014.11.033

  日期：2015.1

  We describe the synthesis, characterization and photophysical properties of two new polycarboxylic photosensitizers. Owing to their structural design, these two compounds show water solubilities larger than natural carboxylic photosensitizers (e.g., protoporphyrin IX, hematoporphyrin, etc.) and also good singlet oxygen quantum yields. These compounds were tested as photo-antimicrobial agents against Staphylococcus aureus and Bacillus cereus strains. Results reveal that their photocytotoxicities are strongly dependent on their amphiphilic character and more precisely the number and position of the carboxylic acid and mesityl substituents. (C) 2014 Elsevier Ltd. All rights reserved.