1,1'-(phenylmethylene)bis[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecylfluorodecyl)benzene]

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 1,1'-(phenylmethylene)bis[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecylfluorodecyl)benzene]
• 英文别名: 4,4'-bis((1H,1H,2H,2H)perfluorodecyl)trityl chloride；1-[Chloro-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]-phenylmethyl]-4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzene；1-[chloro-[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)phenyl]-phenylmethyl]-4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)benzene
• 化学式: C₃₉H₂₁ClF₃₄
• 分子量: 1170.99
• InChiKey: HPNCITKTIFCDCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.3
• 重原子数：
  74
• 可旋转键数：
  21
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  34

反应信息

• 作为反应物：
  描述：

  1,1'-(phenylmethylene)bis[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecylfluorodecyl)benzene] 、 beta-胸苷 在 吡啶 作用下， 以 various solvent(s) 为溶剂， 以48%的产率得到5'-O-{bis[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecylfluorodecyl)phenyl]methyl}thymidine
  参考文献：
  名称：

  非共价附着的核苷酸通过氟相互作用：应用于合成DNA片段的简单纯化原理。

  摘要：

  我们报告了高效的非共价固定DNA片段在表面上的氟氟相互作用。该原理已应用于合成DNA的简单直接纯化方案。该方法与标准的DNA固相合成完全兼容。

  DOI：

  10.1002/hlca.200490291
• 作为产物：
  描述：

  1-溴-4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基)苯 在 正丁基锂 、 乙酰氯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.58h， 生成 1,1'-(phenylmethylene)bis[4-(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecylfluorodecyl)benzene]
  参考文献：
  名称：

  A novel macroreticular-type fluorous polystyrene resin and its application to the synthesis of a 3-amino-β-carboline derivative with N-methyl-N-nitrosourea conjugation via fluorous solid-phase reaction: a comparative study of fluorous solid-, solid-, and liquid-phase reactions

  摘要：

  A novel fluorous polystyrene (FPS) MR-resin was applied to a fluorous solid-phase (FSP) reaction. The MR-FPS resin actually was developed previously and possessed excellent chemical resistance to acids and alkalis, and a fluorous-tagged compound was homogeneously and loosely immobilized on the resin. The synthesis of an antitumor drug, an N-methyl-N-nirosourea conjugated 3-amino-beta-carboline derivative, was accomplished with a high yield by using this new fluorous reaction system. Using only filtration, the fluorous 3-amino-beta-carboline derivatives immobilized on the MR-FPS resin were easily recovered from the reaction mixtures. As an extention of this approach, a diversity synthesis of 3-amino-9-benzyl-beta-carboline derivatives was applied to the FSP method giving high yields. Finally, the FSP synthesis was compared with the corresponding conventional solid- and liquid-phase methods of synthesis. The FSP reaction was superior in terms of the reactivity of the substrate and the ease of product separation. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.072

文献信息

• A novel macroreticular-type fluorous polystyrene resin and its application to the synthesis of a 3-amino-β-carboline derivative with N-methyl-N-nitrosourea conjugation via fluorous solid-phase reaction: a comparative study of fluorous solid-, solid-, and liquid-phase reactions
  作者：Keiko Suzuki、Munenori Kumagai、Masamichi Utsunomiya、Norio Sakai、Takeo Konakahara

  DOI：10.1016/j.tet.2015.05.072

  日期：2015.7

  A novel fluorous polystyrene (FPS) MR-resin was applied to a fluorous solid-phase (FSP) reaction. The MR-FPS resin actually was developed previously and possessed excellent chemical resistance to acids and alkalis, and a fluorous-tagged compound was homogeneously and loosely immobilized on the resin. The synthesis of an antitumor drug, an N-methyl-N-nirosourea conjugated 3-amino-beta-carboline derivative, was accomplished with a high yield by using this new fluorous reaction system. Using only filtration, the fluorous 3-amino-beta-carboline derivatives immobilized on the MR-FPS resin were easily recovered from the reaction mixtures. As an extention of this approach, a diversity synthesis of 3-amino-9-benzyl-beta-carboline derivatives was applied to the FSP method giving high yields. Finally, the FSP synthesis was compared with the corresponding conventional solid- and liquid-phase methods of synthesis. The FSP reaction was superior in terms of the reactivity of the substrate and the ease of product separation. (C) 2015 Elsevier Ltd. All rights reserved.
• Noncovalent Attachment of Nucleotides by Fluorous?Fluorous Interactions: Application to a Simple Purification Principle for Synthetic DNA Fragments
  作者：Christian Beller、Willi Bannwarth

  DOI：10.1002/hlca.200490291

  日期：2005.1

  We report a highly efficient noncovalent immobilization of DNA fragments on surfaces by fluorous fluorous interactions. The principle was applied to a simple and straightforward purification protocol for synthetic DNA. The method is completely compatible with standard solid-phase synthesis of DNA.

  我们报告了高效的非共价固定DNA片段在表面上的氟氟相互作用。该原理已应用于合成DNA的简单直接纯化方案。该方法与标准的DNA固相合成完全兼容。