2,2-Dimethylpropyl difluoro(naphthalen-2-yl)methanesulfonate | 215859-49-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2-Dimethylpropyl difluoro(naphthalen-2-yl)methanesulfonate
• CAS: 215859-49-7
• 化学式: C₁₆H₁₈F₂O₃S
• 分子量: 328.38
• InChiKey: RORDWUJDPGLORO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-Dimethylpropyl difluoro(naphthalen-2-yl)methanesulfonate 在 lithium bromide 作用下， 以 丁酮 为溶剂， 反应 48.0h， 以92%的产率得到Lithium; difluoro-naphthalen-2-yl-methanesulfonate
  参考文献：
  名称：

  Preparation of Benzylic α,α-Difluoronitriles, -tetrazoles, and -sulfonates via Electrophilic Fluorination

  摘要：

  DOI：

  10.1021/jo981163x
• 作为产物：
  描述：

  2-萘甲烷磺酰氯 在 2,6-二甲基吡啶 、 叔丁基锂 、 N-氟代双苯磺酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 2,2-Dimethylpropyl difluoro(naphthalen-2-yl)methanesulfonate
  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

文献信息

• Preparation of Benzylic α,α-Difluoronitriles, -tetrazoles, and -sulfonates via Electrophilic Fluorination
  作者：Christopher C. Kotoris、Mei-Jin Chen、Scott D. Taylor

  DOI：10.1021/jo981163x

  日期：1998.10.1
• Novel phosphate mimetics for the design of non-peptidyl inhibitors of protein tyrosine phosphatases
  作者：Christopher C. Kotoris、Mei-Jin Chen、Scott D. Taylor

  DOI：10.1016/s0960-894x(98)00598-8

  日期：1998.11

  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.