[5-Cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester | 186308-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [5-Cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester
• 英文别名: Benzhydryl 2-[5-cyano-3,4-bis(2-methoxyethoxymethoxy)thiophen-2-yl]-2-(1,3-dioxoisoindol-2-yl)oxyacetate；benzhydryl 2-[5-cyano-3,4-bis(2-methoxyethoxymethoxy)thiophen-2-yl]-2-(1,3-dioxoisoindol-2-yl)oxyacetate
• CAS: 186308-22-5
• 化学式: C₃₆H₃₄N₂O₁₁S
• 分子量: 702.739
• InChiKey: WAIHCOSITIQKBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  50
• 可旋转键数：
  20
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  180
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  [5-Cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester 在 碘 、 一水合肼 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 sodium iodide 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 为溶剂， 反应 4.5h， 生成
  参考文献：
  名称：

  Synthesis of a dihydroxythiophene analogue of catechosporines

  摘要：

  A vinylogous cephalosporine bearing a dihydroxythiophene moiety as a potential catechol surrogate has been synthesised (I-e-beta). Even if the anti staphylococcus spectrum displayed by this compound is of interest, its activity against Pseudomonas species, expected for such a structure, remains disappointing. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00697-6
• 作为产物：
  描述：

  Chloro-[5-cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-acetic acid 在 苄基三乙基氯化铵 、 碳酸氢钠 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 [5-Cyano-3,4-bis-(2-methoxy-ethoxymethoxy)-thiophen-2-yl]-(1,3-dioxo-1,3-dihydro-isoindol-2-yloxy)-acetic acid benzhydryl ester
  参考文献：
  名称：

  Synthesis of a dihydroxythiophene analogue of catechosporines

  摘要：

  A vinylogous cephalosporine bearing a dihydroxythiophene moiety as a potential catechol surrogate has been synthesised (I-e-beta). Even if the anti staphylococcus spectrum displayed by this compound is of interest, its activity against Pseudomonas species, expected for such a structure, remains disappointing. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00697-6

文献信息

• Synthesis of a dihydroxythiophene analogue of catechosporines
  作者：C. Dini、J. Aszodi

  DOI：10.1016/s0960-894x(99)00697-6

  日期：2000.2

  A vinylogous cephalosporine bearing a dihydroxythiophene moiety as a potential catechol surrogate has been synthesised (I-e-beta). Even if the anti staphylococcus spectrum displayed by this compound is of interest, its activity against Pseudomonas species, expected for such a structure, remains disappointing. (C) 2000 Elsevier Science Ltd. All rights reserved.