(E)-1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)-4-(trifluoromethyl)piperidine | 865652-21-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (E)-1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)-4-(trifluoromethyl)piperidine
• 英文别名: 1-[(E)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)prop-2-enyl]-4-(trifluoromethyl)piperidine
• CAS: 865652-21-7
• 化学式: C₁₅H₂₅BF₃NO₂
• 分子量: 319.175
• InChiKey: OSHWMNZNCOZQEZ-VMPITWQZSA-N

物化性质

• 沸点：
  302.8±52.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  [6S,9R,11R]-2',3',4',5,5',6,7,8,9,10-decahydro-2-trifluoromethanesulphonate-5'-(2,2,2-trifluoroethyl)-spiro[6,9-methanobenzocyclooctene-11,3'-[1,2,5]thiadiazole] 1',1'-dioxide 、 (E)-1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)-4-(trifluoromethyl)piperidine 在 palladium diacetate 、 1,3-双(二苯基膦)丙烷 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以70%的产率得到(3'R,6S,9R)-5'-(2,2,2-三氟乙基)-2-((E)-3-(4-(三氟甲基)-1-哌啶基)-1-丙烯-1-基)-5,6,7,8,9,10-六氢螺[6,9-亚甲基苯并环辛烯-11,3'-[1,2,5]噻二唑烷]1',1'-二氧化物
  参考文献：
  名称：

  Cyclic sulfamide γ-secretase inhibitors

  摘要：

  A novel series of N-alkyl-substituted cyclic sulfamides were developed from a screening hit. Chemistries were developed which allowed surveys of N-alkyl groups and amines resulting in the identification of N-trifluoroethyl-substituted cyclic sulfamides with good in vitro and in vivo gamma-secretase activity. One compound with subnanomolar activity elicited a reduction in brain A beta 40 after oral dosing in APP-YAC mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.084
• 作为产物：
  描述：

  4-(三氟甲基)哌啶 、 3-氯丙烯基-1-硼酸 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以95%的产率得到(E)-1-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)allyl)-4-(trifluoromethyl)piperidine
  参考文献：
  名称：

  Cyclic sulfamide γ-secretase inhibitors

  摘要：

  A novel series of N-alkyl-substituted cyclic sulfamides were developed from a screening hit. Chemistries were developed which allowed surveys of N-alkyl groups and amines resulting in the identification of N-trifluoroethyl-substituted cyclic sulfamides with good in vitro and in vivo gamma-secretase activity. One compound with subnanomolar activity elicited a reduction in brain A beta 40 after oral dosing in APP-YAC mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.06.084

文献信息

• Cyclic sulfamide γ-secretase inhibitors
  作者：Tim Sparey、Dirk Beher、Jonathan Best、Mirlinda Biba、José L. Castro、Earl Clarke、Joanne Hannam、Timothy Harrison、Huw Lewis、Andrew Madin、Mark Shearman、Bindi Sohal、Nancy Tsou、Christopher Welch、Jonathan Wrigley

  DOI：10.1016/j.bmcl.2005.06.084

  日期：2005.10

  A novel series of N-alkyl-substituted cyclic sulfamides were developed from a screening hit. Chemistries were developed which allowed surveys of N-alkyl groups and amines resulting in the identification of N-trifluoroethyl-substituted cyclic sulfamides with good in vitro and in vivo gamma-secretase activity. One compound with subnanomolar activity elicited a reduction in brain A beta 40 after oral dosing in APP-YAC mice. (c) 2005 Elsevier Ltd. All rights reserved.