4-fluoronaphthalen-1-yl formate | 1000386-62-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-fluoronaphthalen-1-yl formate
• 英文别名: Formic acid 4-fluoro-naphthalen-1-yl ester；4-Fluoro-1-naphthalenol 1-Formate；(4-fluoronaphthalen-1-yl) formate
• CAS: 1000386-62-8
• 化学式: C₁₁H₇FO₂
• 分子量: 190.174
• InChiKey: CDMLJUAAZQIQRF-UHFFFAOYSA-N

物化性质

• 沸点：
  293.3±32.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  14.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4-fluoronaphthalen-1-yl formate 在 sodium hydroxide 、 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-Hydroxy (S)-(4-(2-Methoxypropan-2-yl)oxy) Duloxetine
  参考文献：
  名称：

  Synthesis and biological activity of some known and putative duloxetine metabolites

  摘要：

  Several putative phase I duloxetine metabolites, 4-hydroxy-, 5-hydroxy-, 6-hydroxy-, 5-hydroxy-6-methoxy-, 6-hydroxy5-methoxy-, 5,6-dihydroxy-, and 4,6-dihydroxyduloxetine were synthesized, and their phase II metabolite as glucuronide or sulfate conjugates were also synthesized. Their in vitro binding activities were compared to that of parent compound duloxetine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.066
• 作为产物：
  描述：

  1-氟萘 在 四氯化锡 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-fluoronaphthalen-1-yl formate
  参考文献：
  名称：

  Synthesis and biological activity of some known and putative duloxetine metabolites

  摘要：

  Several putative phase I duloxetine metabolites, 4-hydroxy-, 5-hydroxy-, 6-hydroxy-, 5-hydroxy-6-methoxy-, 6-hydroxy5-methoxy-, 5,6-dihydroxy-, and 4,6-dihydroxyduloxetine were synthesized, and their phase II metabolite as glucuronide or sulfate conjugates were also synthesized. Their in vitro binding activities were compared to that of parent compound duloxetine. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.066

文献信息

• Direct formylation of phenols using difluorocarbene as a safe CO surrogate
  作者：Cong-Cong Feng、Song-Lin Zhang

  DOI：10.1039/d2ob02128e

  日期：——

  A convenient method to prepare aryl formates is reported herein that exploits difluorocarbene to serve as a CO surrogate. This reaction is proposed to occur through a sequential O-difluoromethylation of phenol, followed by α-C–F bond functionalization of the resulting aryl difluoromethyl ether intermediate by phenol or moisture through fluorosemiacetal or orthoformate intermediates. Late-stage modification

  本文报道了一种制备甲酸芳酯的便捷方法，该方法利用二氟卡宾作为 CO 替代物。该反应被认为是通过苯酚的顺序O-二氟甲基化，然后通过苯酚或水分通过氟半缩醛或原甲酸酯中间体对所得芳基二氟甲基醚中间体进行 α-C-F 键官能化而发生的。证明了生物和材料活性化合物的后期修饰。