4-(3-bromo-4-fluorophenyl)-3,6-dihydro-2H-pyran | 1262037-84-2

• 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: 4-(3-bromo-4-fluorophenyl)-3,6-dihydro-2H-pyran
• CAS: 1262037-84-2
• 化学式: C₁₁H₁₀BrFO
• 分子量: 257.102
• InChiKey: STPVOWFCJMGYEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3-bromo-4-fluorophenyl)-3,6-dihydro-2H-pyran 在 dimethyl sulfide borane 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Diethylaminosulfur trifluoride-mediated intramolecular cyclization of 2-hydroxycycloalkylureas to fused bicyclic aminooxazoline compounds and evaluation of their biochemical activity against β-secretase-1 (BACE-1)

  摘要：

  A series of unique bicyclic aminooxazolines were synthesized and found to exhibit micromolar inhibition of beta-secretase-1 (BACE-1). The aminooxazolines were procured by an intramolecular diethylaminosulfur trifluoride (DAST)-mediated ring closure of a benzylic urea onto a secondary alcohol. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.136
• 作为产物：
  描述：

  2-溴-1-氟-4-碘苯 、 3,6-二氢-2H-吡喃-4-硼酸频哪醇酯 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以75%的产率得到4-(3-bromo-4-fluorophenyl)-3,6-dihydro-2H-pyran
  参考文献：
  名称：

  Diethylaminosulfur trifluoride-mediated intramolecular cyclization of 2-hydroxycycloalkylureas to fused bicyclic aminooxazoline compounds and evaluation of their biochemical activity against β-secretase-1 (BACE-1)

  摘要：

  A series of unique bicyclic aminooxazolines were synthesized and found to exhibit micromolar inhibition of beta-secretase-1 (BACE-1). The aminooxazolines were procured by an intramolecular diethylaminosulfur trifluoride (DAST)-mediated ring closure of a benzylic urea onto a secondary alcohol. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.136

文献信息

• BACE INHIBITORS
  申请人：AUDIA James Edmund

  公开号：US20110009395A1

  公开（公告）日：2011-01-13

  The present invention provides BACE inhibitors of Formula I: methods for their use, intermediates, and methods for their preparation.

  本发明提供了式I的BACE抑制剂：使用它们的方法、中间体以及它们的制备方法。
• US8278441B2
  申请人：——

  公开号：US8278441B2

  公开（公告）日：2012-10-02
• Diethylaminosulfur trifluoride-mediated intramolecular cyclization of 2-hydroxycycloalkylureas to fused bicyclic aminooxazoline compounds and evaluation of their biochemical activity against β-secretase-1 (BACE-1)
  作者：Malcolm P. Huestis、Wendy Liu、Matthew Volgraf、Hans E. Purkey、Christine Yu、Weiru Wang、Darin Smith、Guy Vigers、Darrin Dutcher、Kevin W. Hunt、Michael Siu

  DOI：10.1016/j.tetlet.2013.07.136

  日期：2013.10

  A series of unique bicyclic aminooxazolines were synthesized and found to exhibit micromolar inhibition of beta-secretase-1 (BACE-1). The aminooxazolines were procured by an intramolecular diethylaminosulfur trifluoride (DAST)-mediated ring closure of a benzylic urea onto a secondary alcohol. (c) 2013 Elsevier Ltd. All rights reserved.