methyl 2-((2-(trimethylsilyl)ethoxy)methoxy)benzoate | 188863-37-8

• 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: methyl 2-((2-(trimethylsilyl)ethoxy)methoxy)benzoate
• 英文别名: Methyl 2-(2-trimethylsilylethoxymethoxy)benzoate
• CAS: 188863-37-8
• 化学式: C₁₄H₂₂O₄Si
• 分子量: 282.412
• InChiKey: SDXVIIWTDAOZNC-UHFFFAOYSA-N

物化性质

• 沸点：
  349.4±27.0 °C(Predicted)
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-((2-(trimethylsilyl)ethoxy)methoxy)benzoate 在 2,6-二甲基吡啶 、 LiO*H₂O 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.33h， 生成 (2S)-4-(trifluoromethanesulfonyloxy)-1-(2-{[2-(trimethylsilyl)ethoxy]methoxy}benzoyl)-2,3-dihydro-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  Total Synthesis and Biological Investigation of (−)-Promysalin

  摘要：

  Compounds that specifically target pathogenic bacteria are greatly needed, and identifying the method by which they act would provide new avenues of treatment Herein we report the concise, high-yielding total synthesis (eight steps, 35% yield) of promysalin, a natural product that displays antivirulence phenotypes against pathogenic bacteria. Guided by bioinformatics, four diastereomers were synthesized, and the relative and absolute stereo chemistries were confirmed by spectral and biological analysis. Finally, we show for the first time that promysalin displays to antivirulence phenotypes: the dispersion of mature biofilms and the inhibition of pyoverdine production, hinting at a unique pathogenic-specific mechanism of action.

  DOI：

  10.1021/jacs.5b04767
• 作为产物：
  描述：

  水杨酸甲酯 生成 methyl 2-((2-(trimethylsilyl)ethoxy)methoxy)benzoate
  参考文献：
  名称：

  Piperidine derivatives having renin inhibiting activity

  摘要：

  揭示了一种新的哌啶衍生物的制备和用途作为药物。该发明涉及一般式I的新的哌啶衍生物 ##STR1## 其中R.sup.1、R.sup.2、R.sup.3、R.sup.4、Q、X、Z、m和n如本文所述。

  公开号：

  US06051712A1

文献信息

• Synthesis of Methyl 1-Hydroxy-6-oxo-2-cyclohexenecarboxylate, a Component of Salicortin and Tremulacin, and the Monomer of Idesolide
  作者：Amie M. Richardson、Chun-Hsing Chen、Barry B. Snider

  DOI：10.1021/jo701512w

  日期：2007.10.1

  [GRAPHICS]We have developed a short and practical first synthesis of methyl 1-hydroxy-6-oxo-2-cyclohexenecarboxylate (2), which has been known as a component of salicortin and tremulacin since 1970. Birch reduction of the SEM ether of methyl salicylate followed by oxidation of the intermediate enolate with (-)-camphorsulfonyloxaziridine afforded the SEM enol ether of 2. Hydrolysis of the SEM enol ether afforded 2. We did not observe the dimerization of either racemic or optically enriched 2 to give idesolide (1).
• Total Synthesis and Biological Investigation of (−)-Promysalin
  作者：Andrew D. Steele、Kyle W. Knouse、Colleen E. Keohane、William M. Wuest

  DOI：10.1021/jacs.5b04767

  日期：2015.6.17

  Compounds that specifically target pathogenic bacteria are greatly needed, and identifying the method by which they act would provide new avenues of treatment Herein we report the concise, high-yielding total synthesis (eight steps, 35% yield) of promysalin, a natural product that displays antivirulence phenotypes against pathogenic bacteria. Guided by bioinformatics, four diastereomers were synthesized, and the relative and absolute stereo chemistries were confirmed by spectral and biological analysis. Finally, we show for the first time that promysalin displays to antivirulence phenotypes: the dispersion of mature biofilms and the inhibition of pyoverdine production, hinting at a unique pathogenic-specific mechanism of action.
• Piperidine derivatives having renin inhibiting activity
  申请人：Hoffmann-La Roche Inc.

  公开号：US06051712A1

  公开（公告）日：2000-04-18

  Novel piperidine derivatives, their manufacture and use as medicaments, are disclosed. The invention is concerned with the novel piperidine derivatives of general formula I ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, Q, X, Z, m and n are as described herein.

  揭示了一种新的哌啶衍生物的制备和用途作为药物。该发明涉及一般式I的新的哌啶衍生物 ##STR1## 其中R.sup.1、R.sup.2、R.sup.3、R.sup.4、Q、X、Z、m和n如本文所述。