dithiocarbonic acid S-[1-(tert-butoxycarbonylaminomethyl)-4-(2,4-difluorophenyl)-4-oxobutyl] ester O-ethyl ester | 223552-15-6

• 英文名称: dithiocarbonic acid S-[1-(tert-butoxycarbonylaminomethyl)-4-(2,4-difluorophenyl)-4-oxobutyl] ester O-ethyl ester
• 英文别名: O-ethyl [5-(2,4-difluorophenyl)-1-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentan-2-yl]sulfanylmethanethioate
• CAS: 223552-15-6
• 化学式: C₁₉H₂₅F₂NO₄S₂
• 分子量: 433.541
• InChiKey: VBUACMCDQAEEOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  122
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dithiocarbonic acid S-[1-(tert-butoxycarbonylaminomethyl)-4-(2,4-difluorophenyl)-4-oxobutyl] ester O-ethyl ester 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 乙二胺 作用下， 以 四氢呋喃 、 乙醚 、 乙醇 为溶剂， 反应 4.5h， 生成 (8-fluoro-5-oxo-2,3,4,5-tetrahydro-benzo[b]thiepin-2-ylmethyl)-carbamic acid tert-butyl 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
• 作为产物：
  描述：

  叔丁氧基 N-氨基甲酸丙烯 、 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78%的产率得到dithiocarbonic acid S-[1-(tert-butoxycarbonylaminomethyl)-4-(2,4-difluorophenyl)-4-oxobutyl] ester O-ethyl 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

• 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.