difluoromethyl 2-phenylacetate | 120608-83-5

• 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: difluoromethyl 2-phenylacetate
• CAS: 120608-83-5
• 化学式: C₉H₈F₂O₂
• 分子量: 186.158
• InChiKey: YVPMVEZEJHVKDK-UHFFFAOYSA-N

物化性质

• 沸点：
  230.5±40.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯乙酸 、 二氟溴甲基三甲基硅烷 在 potassium hydroxide 作用下， 以 水 、 乙腈 为溶剂， 反应 2.5h， 以55%的产率得到difluoromethyl 2-phenylacetate
  参考文献：
  名称：

  Aqueous Base Promoted O-Difluoromethylation of Carboxylic Acids with TMSCF₂Br: Bench-Top Access to Difluoromethyl Esters

  摘要：

  A method for the O-difluoromethylation of carboxylic acids using commercially available TMSCF2Br is disclosed. The devised benchtop reaction system is air-stable and offers mild reaction conditions while using readily available reagents and solvents. The method is applicable to both aliphatic and aromatic carboxylic acids while demonstrating compatibility with a range of commonly encountered functional groups. The difluoromethyl esters of FDA approved drugs and pharmaceutically relevant molecules are also presented, demonstrating the potential for late-stage functionalization.

  DOI：

  10.1021/acs.orglett.9b03604

文献信息

• Perfluoro- and polyfluorosulfonic acids. 21. Synthesis of difluoromethyl esters using fluorosulfonyldifluoroacetic acid as a difluorocarbene precursor
  作者：Qingyun Chen、Shengwen Wu

  DOI：10.1021/jo00274a012

  日期：1989.6
• CHEN, QING-YUN;WU, SHENG-WEN, J. ORG. CHEM., 54,(1989) N3, C. 3023-3027
  作者：CHEN, QING-YUN、WU, SHENG-WEN

  DOI：——

  日期：——
• METALLOENZYME INHIBITOR COMPOUNDS
  申请人：Viamet Pharmaceuticals, Inc.

  公开号：EP2721023A1

  公开（公告）日：2014-04-23
• [EN] METALLOENZYME INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS DE MÉTALLOENZYMES
  申请人：VIAMET PHARMACEUTICALS INC

  公开号：WO2012177635A1

  公开（公告）日：2012-12-27

  The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.
• Aqueous Base Promoted <i>O</i>-Difluoromethylation of Carboxylic Acids with TMSCF₂Br: Bench-Top Access to Difluoromethyl Esters
  作者：Vinayak Krishnamurti、Colby Barrett、Xanath Ispizua-Rodriguez、Matthew Coe、G. K. Surya Prakash

  DOI：10.1021/acs.orglett.9b03604

  日期：2019.12.6

  A method for the O-difluoromethylation of carboxylic acids using commercially available TMSCF2Br is disclosed. The devised benchtop reaction system is air-stable and offers mild reaction conditions while using readily available reagents and solvents. The method is applicable to both aliphatic and aromatic carboxylic acids while demonstrating compatibility with a range of commonly encountered functional groups. The difluoromethyl esters of FDA approved drugs and pharmaceutically relevant molecules are also presented, demonstrating the potential for late-stage functionalization.