2-acetylamino-2-[5-(2,4-difluorophenyl)-2-(ethoxythiocarbonylsulfanyl)-5-oxopentyl]malonic acid diethyl ester

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-acetylamino-2-[5-(2,4-difluorophenyl)-2-(ethoxythiocarbonylsulfanyl)-5-oxopentyl]malonic acid diethyl ester
• 英文别名: Diethyl 2-acetamido-2-[5-(2,4-difluorophenyl)-2-ethoxycarbothioylsulfanyl-5-oxopentyl]propanedioate
• 化学式: C₂₃H₂₉F₂NO₇S₂
• 分子量: 533.615
• InChiKey: BDKIZJYXBXSLAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  35
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  165
• 氢给体数：
  1
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  2-acetylamino-2-[5-(2,4-difluorophenyl)-2-(ethoxythiocarbonylsulfanyl)-5-oxopentyl]malonic acid diethyl ester 在 potassium carbonate 作用下， 以 乙腈 、 叔丁醇 为溶剂， 反应 1.5h， 以90%的产率得到2-acetylamino-2-(7-fluoro-4-oxo-1,2-dihydro-4H-thieno[2,3-b][1]benzothiopyran-2-ylmethyl)malonic acid diethyl ester
  参考文献：
  名称：

  A divergent approach to highly substituted benzothiepinones and to 2,3-dihydrothieno[2,3-b]thiopyran-4-ones

  摘要：

  The radical addition-transfer of S-(2-fluoro-phenacyl)xanthates can be used to construct rapidly benzothiepinones, including libraries of complex aza-bridged derivatives, and highly functionalized 2,3-dihydrothieno[2,3-b]thiopyran-4-ones. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.06.006
• 作为产物：
  描述：

  ethyl 2-acetamido-2-(ethoxycarbonyl)-4-pentenoate 、 dithiocarbonic acid S-[2-(2,4-difluoro-phenyl)-2-oxo-ethyl] ester O-ethyl ester 在 过氧化双月桂酰 作用下， 以 环己烷 为溶剂， 以76%的产率得到2-acetylamino-2-[5-(2,4-difluorophenyl)-2-(ethoxythiocarbonylsulfanyl)-5-oxopentyl]malonic acid diethyl ester
  参考文献：
  名称：

  An unusual and highly efficient access to thieno[2,3-b]-benzothiopyran structures

  摘要：

  Dihydrothieno[2,3-b]-benzothiopyran-4-ones are easily obtained by an intermolecular radical addition to an unactivated olefin using an S-o-fluorophenacyl xanthate followed by a novel, base induced domino cyclisation. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00285-3

文献信息

• An unusual and highly efficient access to thieno[2,3-b]-benzothiopyran structures
  作者：Jean Boivin、Peter Boutillier、Samir Z Zard

  DOI：10.1016/s0040-4039(99)00285-3

  日期：1999.3

  Dihydrothieno[2,3-b]-benzothiopyran-4-ones are easily obtained by an intermolecular radical addition to an unactivated olefin using an S-o-fluorophenacyl xanthate followed by a novel, base induced domino cyclisation. (C) 1999 Elsevier Science Ltd. All rights reserved.
• A divergent approach to highly substituted benzothiepinones and to 2,3-dihydrothieno[2,3-b]thiopyran-4-ones
  作者：Peter Boutillier、Béatrice Quiclet-Sire、Syeda Nahid Zafar、Samir Z. Zard

  DOI：10.1016/j.tetasy.2010.06.006

  日期：2010.7

  The radical addition-transfer of S-(2-fluoro-phenacyl)xanthates can be used to construct rapidly benzothiepinones, including libraries of complex aza-bridged derivatives, and highly functionalized 2,3-dihydrothieno[2,3-b]thiopyran-4-ones. (C) 2010 Elsevier Ltd. All rights reserved.