[2,3,9,10,16,17,23,24-octakis(hydroxymethyl)phthalocyaninato]zinc(II) | 1227455-69-7

• 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: [2,3,9,10,16,17,23,24-octakis(hydroxymethyl)phthalocyaninato]zinc(II)
• 英文别名: ZINC;[7,15,16,24,25,33,34-heptakis(hydroxymethyl)-2,11,20,29,37,39-hexaza-38,40-diazanidanonacyclo[28.6.1.13,10.112,19.121,28.04,9.013,18.022,27.031,36]tetraconta-1(37),2,4(9),5,7,10,12(39),13(18),14,16,19,21,23,25,27,29,31(36),32,34-nonadecaen-6-yl]methanol
• CAS: 1227455-69-7
• 化学式: C₄₀H₃₂N₈O₈Zn
• 分子量: 818.133
• InChiKey: LDRPYPLVCPMSBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.06
• 重原子数：
  57
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  241
• 氢给体数：
  8
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  [2,3,9,10,16,17,23,24-octakis(hydroxymethyl)phthalocyaninato]zinc(II) 、 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-isocyanato-tetrahydro-pyran-4-yl ester 在 吡啶 、 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 136.0h， 以14 mg的产率得到{2,3,9,10,16,17,23,24-octakis[O-(N-1-(β-D-glucopyranosyl)carbamoyloxy)methyl]phthalocyaninato}zinc(II)
  参考文献：
  名称：

  Ex Post Glycoconjugation of Phthalocyanines

  摘要：

  For the first time, fully fledged phthalocyanines (Pcs) were ex post glycoconjugated, that is, via 1,3-dipolar cycloaddition reaction. This divergent approach gains rapid access to a broad range of highly diverse Pcs bearing chemically sensitive substituents. This will be a breakthrough in generating structure-activity relationships (SAR) for the development of novel bioactive molecules.

  DOI：

  10.1021/jo100362n
• 作为产物：
  描述：

  {2,3,9,10,16,17,23,24-octakis[(tert-butyldiphenylsilyloxy)methyl]phthalocyaninato}zinc(II) dimethyl sulfoxide complex 在 triethylamine tris(hydrogen fluoride) 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到[2,3,9,10,16,17,23,24-octakis(hydroxymethyl)phthalocyaninato]zinc(II)
  参考文献：
  名称：

  一种高度多样化的八取代酞菁支架，用于事后化学分散

  摘要：

  TBDPS保护基可方便地用于高度可溶，完全保护的八周边（op）取代的酞菁（Pc）的收敛合成。轻便去保护之后，事后用各种连接这个羽翼丰满电脑支架的修改是成功实现。该策略克服了在苛刻条件下广泛建立的线性收敛方法的弊端，该方法不仅破坏化学敏感的取代基，而且不利于向PC库快速多样化。 杂环-树枝状-保护基-酞菁-事后多元化-不同的策略

  DOI：

  10.1055/s-0029-1218602

文献信息

• A Highly Versatile Octasubstituted Phthalocyanine Scaffold for ex post Chemical Diversification
  作者：Theo Schotten、Herwig Berthold、Frank Hoffmann、Joachim Thiem

  DOI：10.1055/s-0029-1218602

  日期：2010.3

  group was conveniently employed for the convergent synthesis of a highly soluble, fully protected octa-peripheral (op) substituted phthalocyanine (Pc). After facile deprotection, ex post modification of this full-fledged Pc scaffold by various linkers was successfully achieved. This strategy overcomes the downsides of widely established linear convergent approaches under harsh conditions, which are

  TBDPS保护基可方便地用于高度可溶，完全保护的八周边（op）取代的酞菁（Pc）的收敛合成。轻便去保护之后，事后用各种连接这个羽翼丰满电脑支架的修改是成功实现。该策略克服了在苛刻条件下广泛建立的线性收敛方法的弊端，该方法不仅破坏化学敏感的取代基，而且不利于向PC库快速多样化。 杂环-树枝状-保护基-酞菁-事后多元化-不同的策略
• Ex Post Glycoconjugation of Phthalocyanines
  作者：Herwig J. Berthold、Stephan Franke、Joachim Thiem、Theo Schotten

  DOI：10.1021/jo100362n

  日期：2010.6.4

  For the first time, fully fledged phthalocyanines (Pcs) were ex post glycoconjugated, that is, via 1,3-dipolar cycloaddition reaction. This divergent approach gains rapid access to a broad range of highly diverse Pcs bearing chemically sensitive substituents. This will be a breakthrough in generating structure-activity relationships (SAR) for the development of novel bioactive molecules.