(4-{3-[(tert-butoxycarbonyl)(methyl)amino]-1-phenylpropoxy}phenyl)(difluoro)acetic acid | 1436389-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (4-{3-[(tert-butoxycarbonyl)(methyl)amino]-1-phenylpropoxy}phenyl)(difluoro)acetic acid
• 英文别名: 2,2-Difluoro-2-[4-[3-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-phenylpropoxy]phenyl]acetic acid；2,2-difluoro-2-[4-[3-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]-1-phenylpropoxy]phenyl]acetic acid
• CAS: 1436389-35-3
• 化学式: C₂₃H₂₇F₂NO₅
• 分子量: 435.468
• InChiKey: ODFXSSZVCBVUPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (4-{3-[(tert-butoxycarbonyl)(methyl)amino]-1-phenylpropoxy}phenyl)(difluoro)acetic acid 在 silver nitrate 、 Selectfluor 作用下， 以 水 、 丙酮 为溶剂， 反应 1.0h， 以59%的产率得到N-Boc氟西汀
  参考文献：
  名称：

  Catalytic Decarboxylative Fluorination for the Synthesis of Tri- and Difluoromethyl Arenes

  摘要：

  Treatment of readily available alpha,alpha-difluoro- and alpha-fluoroarylacetic acids with Selecffluor under Ag(I) catalysis led to decarboxylative fluorination. This operationally simple reaction gave access to tri- and difluoromethylarenes applying a late-stage fluorination strategy. Translation to [F-18]labeling is demonstrated using [F-18]Selectfluor bis(triflate), a reagent affording [F-18]tri- and [F-18]difluoromethylarenes not within reach with [F-18]F-2.

  DOI：

  10.1021/ol4009377
• 作为产物：
  描述：

  3-氨基-1-苯基丙烷-1-醇 在 偶氮二甲酸二异丙酯 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 反应 9.0h， 生成 (4-{3-[(tert-butoxycarbonyl)(methyl)amino]-1-phenylpropoxy}phenyl)(difluoro)acetic acid
  参考文献：
  名称：

  Catalytic Decarboxylative Fluorination for the Synthesis of Tri- and Difluoromethyl Arenes

  摘要：

  Treatment of readily available alpha,alpha-difluoro- and alpha-fluoroarylacetic acids with Selecffluor under Ag(I) catalysis led to decarboxylative fluorination. This operationally simple reaction gave access to tri- and difluoromethylarenes applying a late-stage fluorination strategy. Translation to [F-18]labeling is demonstrated using [F-18]Selectfluor bis(triflate), a reagent affording [F-18]tri- and [F-18]difluoromethylarenes not within reach with [F-18]F-2.

  DOI：

  10.1021/ol4009377

文献信息

• Catalytic Decarboxylative Fluorination for the Synthesis of Tri- and Difluoromethyl Arenes
  作者：Satoshi Mizuta、Ida S. R. Stenhagen、Miriam O’Duill、Jamie Wolstenhulme、Anna K. Kirjavainen、Sarita J. Forsback、Matthew Tredwell、Graham Sandford、Peter R. Moore、Mickael Huiban、Sajinder K. Luthra、Jan Passchier、Olof Solin、Véronique Gouverneur

  DOI：10.1021/ol4009377

  日期：2013.6.7

  Treatment of readily available alpha,alpha-difluoro- and alpha-fluoroarylacetic acids with Selecffluor under Ag(I) catalysis led to decarboxylative fluorination. This operationally simple reaction gave access to tri- and difluoromethylarenes applying a late-stage fluorination strategy. Translation to [F-18]labeling is demonstrated using [F-18]Selectfluor bis(triflate), a reagent affording [F-18]tri- and [F-18]difluoromethylarenes not within reach with [F-18]F-2.