Difluoro-naphthalen-2-yl-acetic acid benzyl ester | 220099-06-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Difluoro-naphthalen-2-yl-acetic acid benzyl ester
• CAS: 220099-06-9
• 化学式: C₁₉H₁₄F₂O₂
• 分子量: 312.316
• InChiKey: HXOQTAQWOWRICG-UHFFFAOYSA-N

物化性质

• 沸点：
  434.344±40.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.255±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Difluoro-naphthalen-2-yl-acetic acid benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 12.0h， 以80%的产率得到difluoro(naphthalen-2-yl)acetic acid
  参考文献：
  名称：

  Novel phosphate mimetics for the design of non-peptidyl inhibitors of protein tyrosine phosphatases

  摘要：

  Benzylic alpha,alpha-difluorosulfonates, alpha,alpha-dinuorotetrazoles, and alpha,alpha-difluorocarboxylates of type 5 and 6 were synthesized and examined as potential phosphate biosteres for PTP1B inhibition. The alpha,alpha-difluorosulfonates and alpha,alpha-difluorotetrazoles were found to be more effective inhibitors than the analogous compounds bearing the fluoromalonyl group, a phosphate biostere currently being used for PTP inhibition. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00598-8
• 作为产物：
  描述：

  2-naphthylacetic acid benzyl ester 在 N-氟代双苯磺酰胺 、 lithium diisopropyl amide 作用下， 生成 Difluoro-naphthalen-2-yl-acetic acid benzyl ester
  参考文献：
  名称：

  Novel phosphate mimetics for the design of non-peptidyl inhibitors of protein tyrosine phosphatases

  摘要：

  Benzylic alpha,alpha-difluorosulfonates, alpha,alpha-dinuorotetrazoles, and alpha,alpha-difluorocarboxylates of type 5 and 6 were synthesized and examined as potential phosphate biosteres for PTP1B inhibition. The alpha,alpha-difluorosulfonates and alpha,alpha-difluorotetrazoles were found to be more effective inhibitors than the analogous compounds bearing the fluoromalonyl group, a phosphate biostere currently being used for PTP inhibition. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00598-8