2-phenoxyphenyl formate ester | 164803-11-6

• 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: 2-phenoxyphenyl formate ester
• 英文别名: (2-Phenoxyphenyl) formate
• CAS: 164803-11-6
• 化学式: C₁₃H₁₀O₃
• 分子量: 214.221
• InChiKey: CHPOLGADNLYHSD-UHFFFAOYSA-N

物化性质

• 沸点：
  294.6±32.0 °C(Predicted)
• 密度：
  1.181±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-phenoxyphenyl formate ester 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 2-苯氧基苯酚
  参考文献：
  名称：

  An Umpoled Synthon Approach to the Synthesis of 2-Aryloxyphenols

  摘要：

  本文介绍了一种从苯酚和 2-氟苯甲醛制备 2-芳氧基苯酚的简便三步法。苯酚与 2-氟苯甲醛缩合生成 2-芳氧基苯甲醛中间体，收率为 83-95%。这些产物迅速经过间氯过苯甲酸（m-CPBA）促进的拜尔-维利格氧化反应，生成相应的 2-芳氧基苯基甲酸酯，这些甲酸酯在不分离的情况下进行水解，生成所需的 2-芳氧基苯酚，产率为 79-96%。

  DOI：

  10.1055/s-1995-3859
• 作为产物：
  描述：

  苯酚 在 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 2-phenoxyphenyl formate ester
  参考文献：
  名称：

  Riccardin C derivatives as anti-MRSA agents: Structure–activity relationship of a series of hydroxylated bis(bibenzyl)s

  摘要：

  Members of a series of macrocyclic bis(bibenzyl) riccardin-class derivatives were found to exhibit antibacterial activity towards methicillin-resistant Staphylococcus aureus (anti-MRSA activity). Structure-activity relationship (SAR) studies were conducted, focusing on the number and position of the hydroxyl groups. The minimum essential structure for anti-MRSA activity was also investigated. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.052

文献信息

• An Umpoled Synthon Approach to the Synthesis of 2-Aryloxyphenols
  作者：Gary W. Yeager、David N. Schissel

  DOI：10.1055/s-1995-3859

  日期：1995.1

  A convenient three-step method for the preparation of 2-aryloxyphenols from phenols and 2-fluorobenzaldehyde is described. Condensation of phenols with 2-fluorobenzaldehyde produces the intermediate 2-aryloxybenzaldehydes in 83-95% yield. These products rapidly undergo meta-chloroperbenzoic acid (m-CPBA) promoted Baeyer-Villiger oxidation to yield the corresponding 2-aryloxyphenyl formates which are hydrolyzed, without isolation, to give the desired 2-aryloxyphenols in 79-96% yield.

  本文介绍了一种从苯酚和 2-氟苯甲醛制备 2-芳氧基苯酚的简便三步法。苯酚与 2-氟苯甲醛缩合生成 2-芳氧基苯甲醛中间体，收率为 83-95%。这些产物迅速经过间氯过苯甲酸（m-CPBA）促进的拜尔-维利格氧化反应，生成相应的 2-芳氧基苯基甲酸酯，这些甲酸酯在不分离的情况下进行水解，生成所需的 2-芳氧基苯酚，产率为 79-96%。
• [4-(Phenoxy)pyridin-3-yl]methylamines: A new class of selective noradrenaline reuptake inhibitors
  作者：Paul V. Fish、Thomas Ryckmans、Alan Stobie、Florian Wakenhut

  DOI：10.1016/j.bmcl.2008.02.036

  日期：2008.3

  4-( Phenoxy) pyridine- 3- yl] methylamines are disclosed as a new series of selective noradrenaline reuptake inhibitors ( NRI). Structure - activity relationships established that potent NRI activity could be achieved by appropriate substitution at the 2- position of the phenoxy ring. Compound 31 demonstrated potent NRI activity combined with good selectivity over serotonin and dopamine reuptake and no significant off-target pharmacology. (C) 2008 Elsevier Ltd. All rights reserved.
• Design, synthesis, and pharmacological evaluation of azetedine and pyrrolidine derivatives as dual norepinephrine reuptake inhibitors and 5-HT1A partial agonists
  作者：Martin Pettersson、Brian M. Campbell、Amy B. Dounay、David L. Gray、Longfei Xie、Christopher J. O’Donnell、Nancy C. Stratman、Kim Zoski、Elena Drummond、Gary Bora、Al Probert、Tammy Whisman

  DOI：10.1016/j.bmcl.2010.11.066

  日期：2011.1

  Compounds with combined norepinephrine reuptake inhibitor (NRI) and serotonin 1A (5-HT1A) partial agonist pharmacology may offer a new therapeutic approach for treating symptoms of neuropsychiatric disorders including ADHD, depression, and anxiety. Herein we describe the design and optimization of novel chemical matter that exhibits favorable dual NRI and 5-HT1A partial agonist activity. Lead compounds in this series were found to be devoid of activity at the dopamine transporter and were shown to be brain penetrant with high receptor occupancy. (C) 2010 Elsevier Ltd. All rights reserved.
• US6005008A
  申请人：——

  公开号：US6005008A

  公开（公告）日：1999-12-21
• Riccardin C derivatives as anti-MRSA agents: Structure–activity relationship of a series of hydroxylated bis(bibenzyl)s
  作者：Hiromi Sawada、Miki Okazaki、Daichi Morita、Teruo Kuroda、Kenji Matsuno、Yuichi Hashimoto、Hiroyuki Miyachi

  DOI：10.1016/j.bmcl.2012.10.052

  日期：2012.12

  Members of a series of macrocyclic bis(bibenzyl) riccardin-class derivatives were found to exhibit antibacterial activity towards methicillin-resistant Staphylococcus aureus (anti-MRSA activity). Structure-activity relationship (SAR) studies were conducted, focusing on the number and position of the hydroxyl groups. The minimum essential structure for anti-MRSA activity was also investigated. (C) 2012 Elsevier Ltd. All rights reserved.