(2R,4S)-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-2-[2-(trimethylsilyl)ethoxymethyl]cyclohexanone | 894853-74-8

• 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: (2R,4S)-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-2-[2-(trimethylsilyl)ethoxymethyl]cyclohexanone
• 英文别名: (2R,4S)-4-(4-chlorophenyl)sulfonyl-4-(2,5-difluorophenyl)-2-(2-trimethylsilylethoxymethyl)cyclohexan-1-one
• CAS: 894853-74-8
• 化学式: C₂₄H₂₉ClF₂O₄SSi
• 分子量: 515.093
• InChiKey: AWJBYNWGYHYTNF-OSPHWJPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  68.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,4S)-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-2-[2-(trimethylsilyl)ethoxymethyl]cyclohexanone 在 正丁基锂 、 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 生成 {2-[(1S,2R,5S)-5-(4-Chloro-benzenesulfonyl)-5-(2,5-difluoro-phenyl)-2-methanesulfonylmethyl-cyclohexylmethoxy]-ethyl}-trimethyl-silane
  参考文献：
  名称：

  3,4-Fused cyclohexyl sulfones as γ-secretase inhibitors

  摘要：

  The 3,4-fused sulfamides, sulfonamides and sulfone have been identified as highly potent gamma-secretase inhibitors. Evaluation of the SAR of substitution within these series has allowed the identification of a range of compounds which significantly reduce brain A beta in transgenic mouse models and thus have potential as possible treatments for Alzheimer's disease. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.083
• 作为产物：
  描述：

  4-[(4-氯苯基)磺酰基]-4-(2,5-二氟苯基)环己酮 、 三甲基氯硅烷 、 2-(三甲基硅烷基)乙氧甲基氯 在 正丁基锂 、 [S-(R*,R*)]-(-)-bis-α-methylbenzylamine 、 lithium chloride 、 四氯化锡 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 以75%的产率得到(2R,4S)-4-[(4-chlorophenyl)sulfonyl]-4-(2,5-difluorophenyl)-2-[2-(trimethylsilyl)ethoxymethyl]cyclohexanone
  参考文献：
  名称：

  3,4-Fused cyclohexyl sulfones as γ-secretase inhibitors

  摘要：

  The 3,4-fused sulfamides, sulfonamides and sulfone have been identified as highly potent gamma-secretase inhibitors. Evaluation of the SAR of substitution within these series has allowed the identification of a range of compounds which significantly reduce brain A beta in transgenic mouse models and thus have potential as possible treatments for Alzheimer's disease. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.083

文献信息

• 3,4-Fused cyclohexyl sulfones as γ-secretase inhibitors
  作者：Duncan Shaw、Jonathan Best、Kevin Dinnell、Alan Nadin、Mark Shearman、Christine Pattison、James Peachey、Michael Reilly、Brian Williams、Jonathan Wrigley、Timothy Harrison

  DOI：10.1016/j.bmcl.2005.12.083

  日期：2006.6

  The 3,4-fused sulfamides, sulfonamides and sulfone have been identified as highly potent gamma-secretase inhibitors. Evaluation of the SAR of substitution within these series has allowed the identification of a range of compounds which significantly reduce brain A beta in transgenic mouse models and thus have potential as possible treatments for Alzheimer's disease. (c) 2006 Elsevier Ltd. All rights reserved.