Acetic acid, fluoro[(4-methoxyphenyl)thio]-, ethyl ester | 129600-92-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: Acetic acid, fluoro[(4-methoxyphenyl)thio]-, ethyl ester
• 英文别名: ethyl 2-fluoro-2-(4-methoxyphenyl)sulfanylacetate
• CAS: 129600-92-6
• 化学式: C₁₁H₁₃FO₃S
• 分子量: 244.287
• InChiKey: SOWYPAQZFOPAFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  60.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Acetic acid, fluoro[(4-methoxyphenyl)thio]-, ethyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 Ethyl fluoro(4-methoxybenzene-1-sulfinyl)acetate
  参考文献：
  名称：

  苯基亚磺酰基氟乙酸乙酯，一种用于制备α-氟-α，β-不饱和羧酸酯的新型多功能试剂

  摘要：

  标题化合物2可以用多种烷基卤化物和迈克尔受体烷基化。随后热消除苯基亚磺酸3会导致α-氟代-α，β-不饱和羧酸乙酯5和10，这是含氟生物活性化合物的重要中间体。

  DOI：

  10.1016/s0040-4020(01)80956-x
• 作为产物：
  描述：

  ethyl 2-((4-methoxyphenyl)thio)acetate 在 4-碘苯甲醚 、 triethylamine tris(hydrogen fluoride) 作用下， 生成 Acetic acid, fluoro[(4-methoxyphenyl)thio]-, ethyl ester
  参考文献：
  名称：

  Electrochemistry of Hypervalent Compounds. 6. Selective α-Fluorination of Sulfides Using Electrogenerated Hypervalentp-Methoxyiodobenzene Difluoride¹

  摘要：

  AbstractAnodically generated hypervalent p‐methoxyiodobenezene difluoride reacted with α‐(ary]thio)‐ and α‐(benzylthio)acetates, and α‐(phenylthio)acetophenone to provide the corresponding fluorinated compounds. In ail cases, a fluorine atom was introduced exclusively α to the ester or benzoyl group.

  DOI：

  10.1002/jccs.199800022

文献信息

• [EN] COMBINATION THERAPY WITH INHIBITORS OF INDUCIBLE NITRIC OXIDE SYNTHASE AND ALKYLATING AGENTS<br/>[FR] THERAPIE DE COMBINAISON AVEC DES INHIBITEURS DE LA SYNTHASE DU MONOXYDE D'AZOTE INDUCTIBLE ET DES AGENTS D'ALKYLATION
  申请人：PHARMACIA CORP

  公开号：WO2005025620A3

  公开（公告）日：2007-01-11
• Electrolytic Partial Fluorination of Organic Compounds. 17. Regiospecific Anodic Fluorination of Sulfides Bearing Electron-Withdrawing Substituents at the Position .alpha. to the Sulfur Atom
  作者：Toshio Fuchigami、Moriyasu Shimojo、Akinori Konno

  DOI：10.1021/jo00116a037

  日期：1995.6

  Regiospecific monofluorination of various sulfides bearing electron-withdrawing substituents, cyano, ester, acyl, amino, and phosphonate groups,at their alpha-positions was successfully carried out by the anodic oxidation of the sulfides in Et(3)N . 3HF/MeCN using an undivided cell. Fluorine was introduced at the position alpha to the sulfur atom selectively. Fluorination of alpha-(phenylthio)-substituted cyclic carbonyl compounds was also successful. Furthermore, anodic alpha,alpha-difluorination of ethyl alpha-(phenylthio)acetate was also successfully carried out although a large amount of electricity was required.
• [EN] METHODS FOR TREATMENT AND PREVENTION OF GASTROINTESTINAL CONDITIONS<br/>[FR] PROCEDES DESTINES AU TRAITEMENT ET A LA PREVENTION DE TROUBLES GASTRO-INTESTINAUX
  申请人：PHARMACIA CORP

  公开号：WO2004012726A3

  公开（公告）日：2004-06-03
• Ethyl phenylsulfinyl fluoroacetate, a new and versatile reagent for the preparation of α-fluoro-α,β-unsaturated carboxylic acid esters
  作者：Thomas Allmendinger

  DOI：10.1016/s0040-4020(01)80956-x

  日期：1991.1

  The title compound 2 can be alkylated with a wide range of alkyl halides and Michael acceptors. Subsequent thermal elimination of phenyl sulfinic acid 3 leads to α-fluoro-α,β-unsaturated ethyl carboxylates 5 and 10, an important class of intermediates for fluorine containing biologically active compounds.

  标题化合物2可以用多种烷基卤化物和迈克尔受体烷基化。随后热消除苯基亚磺酸3会导致α-氟代-α，β-不饱和羧酸乙酯5和10，这是含氟生物活性化合物的重要中间体。
• Electrochemistry of Hypervalent Compounds. 6. Selective α-Fluorination of Sulfides Using Electrogenerated Hypervalent<i>p</i>-Methoxyiodobenzene Difluoride¹
  作者：Toshio Fuchigami、Toshiyasu Fujita、Seiichiro Higashiya、Akinori Konno

  DOI：10.1002/jccs.199800022

  日期：1998.2

  AbstractAnodically generated hypervalent p‐methoxyiodobenezene difluoride reacted with α‐(ary]thio)‐ and α‐(benzylthio)acetates, and α‐(phenylthio)acetophenone to provide the corresponding fluorinated compounds. In ail cases, a fluorine atom was introduced exclusively α to the ester or benzoyl group.