ethyl 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionate | 853799-70-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionate
• 英文别名: Ethyl 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoate；ethyl 3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoate
• CAS: 853799-70-9
• 化学式: C₁₂H₁₆O₅S
• 分子量: 272.322
• InChiKey: ZWLOGHQIIRYVQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  82.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionate 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 以100%的产率得到3-(2,3-二氢噻吩并[3,4-b][1,4]二恶英-2-基甲氧基)丙酸
  参考文献：
  名称：

  Characterization of PEDOT film functionalized with a series of automated synthesis ferrocenyl-containing oligonucleotides

  摘要：

  In previous works we have described a fully automated synthesis of new ferrocene labelled oligonucleotides (Fc-ODNs) probes with one or more electroactive markers at different position in the chain. These Fc-ODNs have shown good properties to detect ODN target in solution. Here we describe the post-functionalization of a conducting co-polymer based on ethylenedioxythiophene (EDOT) derivatives by a series of Fc-ODNs. The grafting of the Fc-ODNs probes resulted in the appearance of the ferrocene redox couple which directly confirm the effectiveness of the ODN anchoring compared to traditional approach based on IR spectroscopy and X-ray fluorescence of the films. Moreover, the electrochemical response of the modified electrodes analysed in organic media before and after hybridization with ODN target confirm that properties obtain in solution for Fe-ODNs already exist in the film. The changes in the current intensity were found to be dependant on the structure of the grafted ODN that validate our strategy to synthesize an optimal Fc-ODNs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.058
• 作为产物：
  描述：

  3-溴丙酸乙酯 、 羟甲基 EDOT 在 18-冠醚-6 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以21%的产率得到ethyl 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionate
  参考文献：
  名称：

  Characterization of PEDOT film functionalized with a series of automated synthesis ferrocenyl-containing oligonucleotides

  摘要：

  In previous works we have described a fully automated synthesis of new ferrocene labelled oligonucleotides (Fc-ODNs) probes with one or more electroactive markers at different position in the chain. These Fc-ODNs have shown good properties to detect ODN target in solution. Here we describe the post-functionalization of a conducting co-polymer based on ethylenedioxythiophene (EDOT) derivatives by a series of Fc-ODNs. The grafting of the Fc-ODNs probes resulted in the appearance of the ferrocene redox couple which directly confirm the effectiveness of the ODN anchoring compared to traditional approach based on IR spectroscopy and X-ray fluorescence of the films. Moreover, the electrochemical response of the modified electrodes analysed in organic media before and after hybridization with ODN target confirm that properties obtain in solution for Fe-ODNs already exist in the film. The changes in the current intensity were found to be dependant on the structure of the grafted ODN that validate our strategy to synthesize an optimal Fc-ODNs. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.058

文献信息

• Characterization of PEDOT film functionalized with a series of automated synthesis ferrocenyl-containing oligonucleotides
  作者：Aude-Emmanuelle Navarro、Frédéric Fages、Corinne Moustrou、Hugues Brisset、Nicolas Spinelli、Carole Chaix、Bernard Mandrand

  DOI：10.1016/j.tet.2005.02.058

  日期：2005.4

  In previous works we have described a fully automated synthesis of new ferrocene labelled oligonucleotides (Fc-ODNs) probes with one or more electroactive markers at different position in the chain. These Fc-ODNs have shown good properties to detect ODN target in solution. Here we describe the post-functionalization of a conducting co-polymer based on ethylenedioxythiophene (EDOT) derivatives by a series of Fc-ODNs. The grafting of the Fc-ODNs probes resulted in the appearance of the ferrocene redox couple which directly confirm the effectiveness of the ODN anchoring compared to traditional approach based on IR spectroscopy and X-ray fluorescence of the films. Moreover, the electrochemical response of the modified electrodes analysed in organic media before and after hybridization with ODN target confirm that properties obtain in solution for Fe-ODNs already exist in the film. The changes in the current intensity were found to be dependant on the structure of the grafted ODN that validate our strategy to synthesize an optimal Fc-ODNs. (c) 2005 Elsevier Ltd. All rights reserved.