3-butoxy-4-(5-fluoro-N-methyl-2,3-dihydro-1,3-benzothiazol-2-ylidenemethyl)-3-cyclobutene-1,2-dione | 1151479-61-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-butoxy-4-(5-fluoro-N-methyl-2,3-dihydro-1,3-benzothiazol-2-ylidenemethyl)-3-cyclobutene-1,2-dione
• CAS: 1151479-61-6
• 化学式: C₁₇H₁₆FNO₃S
• 分子量: 333.383
• InChiKey: FWSFACVCIZGQAM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  46.61
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-butoxy-4-(5-fluoro-N-methyl-2,3-dihydro-1,3-benzothiazol-2-ylidenemethyl)-3-cyclobutene-1,2-dione 、 5-fluoro-N-(6-iodohexyl)-2-methyl-1,3-benzothiazolium iodide 以 甲苯 、 正丁醇 为溶剂， 反应 10.0h， 以23%的产率得到2-[[5-Fluoro-3-(6-iodohexyl)-1,3-benzothiazol-2-ylidene]methyl]-4-[(5-fluoro-3-methyl-1,3-benzothiazol-3-ium-2-yl)methylidene]-3-oxocyclobuten-1-olate
  参考文献：
  名称：

  Fluorinated squaraine as near-IR label with improved properties for the labeling of oligonucleotides

  摘要：

  A new squaraine dye with fluorinated benzothiazole rings was synthesized. This new label possesses improved photophysical properties and chemical stability as compared to the corresponding non-fluorinated and the dicyanosquaraines. These squaraines were used for the labeling of a series of oligonucleotides with various sequences, lengths, and chemistries. The conjugates involving the fluorinated squaraine possess the best properties: emission wavelength >670 nm, high quantum yields (0.27-0.39). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.029
• 作为产物：
  描述：

  5-fluoro-2,3-dimethylbenzothiazolium iodide 、 方酸二正丙酯 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以80%的产率得到3-butoxy-4-(5-fluoro-N-methyl-2,3-dihydro-1,3-benzothiazol-2-ylidenemethyl)-3-cyclobutene-1,2-dione
  参考文献：
  名称：

  Fluorinated squaraine as near-IR label with improved properties for the labeling of oligonucleotides

  摘要：

  A new squaraine dye with fluorinated benzothiazole rings was synthesized. This new label possesses improved photophysical properties and chemical stability as compared to the corresponding non-fluorinated and the dicyanosquaraines. These squaraines were used for the labeling of a series of oligonucleotides with various sequences, lengths, and chemistries. The conjugates involving the fluorinated squaraine possess the best properties: emission wavelength >670 nm, high quantum yields (0.27-0.39). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.029