Ethyl 3-(3-fluoro-4-(hydroxymethyl)phenyl)propanoate | 214554-37-7

• 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: Ethyl 3-(3-fluoro-4-(hydroxymethyl)phenyl)propanoate
• 英文别名: ethyl 3-[3-fluoro-4-(hydroxymethyl)phenyl]propanoate
• CAS: 214554-37-7
• 化学式: C₁₂H₁₅FO₃
• 分子量: 226.248
• InChiKey: KPKWSOKYMGAXIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethyl 3-(3-fluoro-4-(hydroxymethyl)phenyl)propanoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 以93%的产率得到3-(3-Fluoro-4-(hydroxymethyl)phenyl)propanoic acid
  参考文献：
  名称：

  Fluorinated linkers for monitoring solid-phase synthesis using gel-phase 19F NMR spectroscopy

  摘要：

  Three fluorinated linkers which are analogues of linkers commonly used in solid-phase peptide synthesis have been prepared. Using F-19 NMR spectroscopy, the fluorine atom of the linker allowed monitoring of several transformations in the solid-phase synthesis of a peptoid having a coumarin moiety. Especially, attachment of the linker to the solid phase, coupling of the first building block to the linker and cleavage of the product were efficiently monitored and optimised. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01541-x
• 作为产物：
  描述：

  二氟-对苯二酸二甲酯 在 palladium on activated charcoal lithium hydroxide 、 锂硼氢 、 四丙基高钌酸铵 、 硼酸三甲酯 、 dimethyl sulfide borane 、 4 A molecular sieve 、 氢气 、 sodium hydride 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 25.0 ℃ 、405.3 kPa 条件下， 生成 Ethyl 3-(3-fluoro-4-(hydroxymethyl)phenyl)propanoate
  参考文献：
  名称：

  Fluorinated linkers for monitoring solid-phase synthesis using gel-phase 19F NMR spectroscopy

  摘要：

  Three fluorinated linkers which are analogues of linkers commonly used in solid-phase peptide synthesis have been prepared. Using F-19 NMR spectroscopy, the fluorine atom of the linker allowed monitoring of several transformations in the solid-phase synthesis of a peptoid having a coumarin moiety. Especially, attachment of the linker to the solid phase, coupling of the first building block to the linker and cleavage of the product were efficiently monitored and optimised. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01541-x

文献信息

• [EN] COMPOUNDS DIRECTED AGAINST PILUS BIOGENESIS AND ACTIVITY IN PATHOGENIC BACTERIA; METHODS AND COMPOSITIONS FOR SYNTHESIS THEREOF<br/>[FR] COMPOSES DIRIGES CONTRE LA BIOGENESE ET L'ACTIVITE DU PILUS DE BACTERIES PATHOGENES, ET PROCEDES ET COMPOSITIONS DE SYNTHESE DESTINES A CES COMPOSES
  申请人：UNIV WASHINGTON

  公开号：WO2001020995A1

  公开（公告）日：2001-03-29

  Many Gram-negative pathogens assemble adhesive structures on their surfaces that allow them to colonize host tissues and cause disease. Novel compositions which inhibit or prevent the formation of a pilus chaperone-subunit complex are disclosed. Interfering with the function of the pili chaperone negatively affects the chaperone/usher pathway which is one molecular mechanism by which Gram-negative bacteria assemble adhesive pili structures and thus prevent or inhibit pilus assembly. Also provided are methods for the treatment or prevention of diseases caused by tissue-adhering pilus-forming bacteria by inhibiting the function of pilus chaperones. Also provided are pharmaceutical preparations capable of inhibiting or preventing the formation of a pilus chaperone-subunit complex. Also provided are methods of synthesizing the N-substituted amino acid compounds and compounds useful for the synthesis thereof. In particular, novel fluorinated linker compounds and methods of synthesis are provided. Methods for using the fluorinated linker compounds in methods of solid-phase synthesis of the N-substituted amino acid compounds are also disclosed.
• Fluorinated linkers for monitoring solid-phase synthesis using gel-phase 19F NMR spectroscopy
  作者：Anette Svensson、Karl-Erik Bergquist、Tomas Fex、Jan Kihlberg

  DOI：10.1016/s0040-4039(98)01541-x

  日期：1998.9

  Three fluorinated linkers which are analogues of linkers commonly used in solid-phase peptide synthesis have been prepared. Using F-19 NMR spectroscopy, the fluorine atom of the linker allowed monitoring of several transformations in the solid-phase synthesis of a peptoid having a coumarin moiety. Especially, attachment of the linker to the solid phase, coupling of the first building block to the linker and cleavage of the product were efficiently monitored and optimised. (C) 1998 Elsevier Science Ltd. All rights reserved.