3-(2,3-二氢噻吩并[3,4-b][1,4]二恶英-2-基甲氧基)丙酸 | 853799-71-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-(2,3-二氢噻吩并[3,4-b][1,4]二恶英-2-基甲氧基)丙酸
• 英文名称: 3-[(2,3-dihydro-thieno[3,4-b][1,4]dioxin-2-yl)methoxy]propionic acid
• 英文别名: 3-((2,3-Dihydrothieno[3,4-b][1,4]dioxin-2-yl)methoxy)propanoic acid；3-(2,3-dihydrothieno[3,4-b][1,4]dioxin-3-ylmethoxy)propanoic acid
• CAS: 853799-71-0
• 化学式: C₁₀H₁₂O₅S
• 分子量: 244.268
• InChiKey: UHOCXHRRKZQUHK-UHFFFAOYSA-N

物化性质

• 熔点：
  76-78 °C
• 沸点：
  406.0±45.0 °C(Predicted)
• 密度：
  1.361±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(2,3-二氢噻吩并[3,4-b][1,4]二恶英-2-基甲氧基)丙酸 、 N-羟基丁二酰亚胺 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以100%的产率得到2,5-dioxo-pyrrolidin-1-yl 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
• 作为产物：
  描述：

  羟甲基 EDOT 在 sodium hydroxide 、 18-冠醚-6 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 78.0h， 生成 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

文献信息

• 一种噻吩并[3,4-b]-1,4-二噁英-2-甲醇衍生 物的制备方法
  申请人：北方民族大学

  公开号：CN111233889B

  公开（公告）日：2021-09-14

  本发明公开了一种噻吩并[3,4‑b]‑1,4‑二噁英‑2‑甲醇衍生物的制备方法，包括以下步骤：S1、在三口烧瓶中加入第一反应溶剂、原料噻吩并[3,4‑b]‑1,4‑二噁英‑2‑甲醇、第一反应物、催化剂，得到第一混合液；S2、逐滴加入碱溶液；S3、反应后得到第一反应液；S4、将第一反应液静置分层，得到有机相、萃取液；S5、将有机相与萃取液合并、干燥；S6、过滤、干燥后得到中间产物；S7、在三口烧瓶中加入第二反应溶剂、中间产物，得到混合液；S8、将混合液浓缩；S9、逐滴加入碱溶液；S10、萃取并收集有机相；S11、将有机相用水洗涤；S12、将有机相干燥、浓缩，得到第二混合物；S13、将第二混合物洗脱、干燥后得到目标产物。
• [EN] METHOD FOR PREPARING 3-[(2,3-DIHYDROTHIENO[3,4-B]-1,4-DIOXIN-2-YL)METHOXY]-PROPIONIC ACID<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ACIDE 3-[(2,3-DIHYDROTHIÉNO[3,4-B]-1,4-DIOXIN-2-YL)MÉTHOXY]-PROPIONIQUE<br/>[ZH] 3-[(2,3-二氢噻吩并[3,4-b]-1,4-二噁英-2-基)甲氧基]-丙酸的制备方法
  申请人：NORTH MINZU UNIV

  公开号：WO2021174775A1

  公开（公告）日：2021-09-10

  本发明公开了一种3-[(2,3-二氢噻吩并[3,4-b]-1,4-二噁英-2-基)甲氧基]-丙酸的制备方法，包括以下步骤：S1、在三口烧瓶中加入第一反应溶剂、原料噻吩并[3,4-b]-1,4-二噁英-2-甲醇、第一反应物、催化剂，得到第一混合液；S2、逐滴加入碱溶液；S3、反应后得到第一反应液；S4、将第一反应液静置分层，得到有机相、萃取液；S5、将有机相与萃取液合并、干燥；S6、过滤、干燥后得到中间产物；S7、在三口烧瓶中加入第二反应溶剂、中间产物，得到混合液；S8、将混合液浓缩；S9、逐滴加入碱溶液；S10、萃取并收集有机相；S11、将有机相用水洗涤；S12、将有机相干燥、浓缩，得到第二混合物；S13、将第二混合物洗脱、干燥后得到目标产物。
• 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.