3-(benzyloxy)cyclohexa-3,5-diene-1,2-dione | 1146966-00-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(benzyloxy)cyclohexa-3,5-diene-1,2-dione
• 英文别名: 3-benzyloxy-1,2-quinone；3-Phenylmethoxycyclohexa-3,5-diene-1,2-dione
• CAS: 1146966-00-8
• 化学式: C₁₃H₁₀O₃
• 分子量: 214.221
• InChiKey: OMXGDAXIZWEDIU-UHFFFAOYSA-N

物化性质

• 沸点：
  397.4±42.0 °C(predicted)
• 密度：
  1.23±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(benzyloxy)cyclohexa-3,5-diene-1,2-dione 在 sodium tetrahydroborate 、 [双(2-甲氧基乙基)胺]三氟化硫 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 3-(benzyloxy)-2-fluorophenol
  参考文献：
  名称：

  Nucleophilic Deoxyfluorination of Catechols

  摘要：

  Nucleophilic deoxyfluorinalton of one of the two hydroxyl groups of catechols has been developed via the Umpolung concept. This method was successively applied to naturally occurring catechols, such as catechins and dopamine, to produce novel fluorinated analogues.

  DOI：

  10.1021/ol200808q
• 作为产物：
  描述：

  2-苯甲氧基苯酚 在 二甲基亚砜 、 2-碘酰基苯甲酸 作用下， 反应 1.0h， 生成 3-(benzyloxy)cyclohexa-3,5-diene-1,2-dione
  参考文献：
  名称：

  Inverse electron demand hetero-Diels–Alder reaction in preparing 1,4-benzodioxin from o-quinone and enamine

  摘要：

  A process for synthesizing 1,4-benzodioxin, through oxidation of a phenol to an o-quinone followed by treatment with an enamine, has been developed. Adduct stereochemistry is found to be retained via this one-pot reaction. The method uses hypervalent iodine reagent under mild conditions and is compatible with a wide scope of phenols and enamines. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2013.09.013

文献信息

• Chemoselective Reactions of 3-Benzyloxy-1,2-<i>o</i>-Quinone with Organometallic Reagents
  作者：Luke A. Miller、Maurice A. Marsini、Thomas R. R. Pettus

  DOI：10.1021/ol9004068

  日期：2009.5.7

  Chemoselective additions of organometallic reagents to 3-benzyloxy-1,2-o-quinone are described. Various nucleophiles are shown to undergo selective 1,2-addition, 1,4-addition, and etherification. Selective 1,2-additions provide stable, nondimerizing o-quinols as a novel alternative to oxidative dearomatization.

  描述了有机金属试剂向3-苄氧基-1，2-邻苯醌的化学选择性加成。显示各种亲核试剂经历选择性的1，2-加成，1，4-加成和醚化。选择性的1，2-加成提供了稳定的，非二聚的邻喹啉，作为氧化脱芳烃作用的新型替代物。
• [EN] BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION<br/>[FR] TRAITEMENT MÉDICAMENTEUX ET PANEL DE BIOMARQUEURS CIBLANT DES MALADIES DUES À L'ONTOLOGIE MULTIFACTORIELLE DE L'INTERRUPTION DE LA GLYCOCALYX
  申请人：ARTEREZ INC

  公开号：WO2021062298A1

  公开（公告）日：2021-04-01

  The present disclosure provides biomarkers useful as companion diagnostics for detecting glycocalyx-based disease that is amenable to treatment using compounds designed for improving the condition of the glycocalyx and/or reducing inflammation and/or oxidative damage, as well as related compositions, kits, and methods.

  本公开提供了作为伴随诊断的生物标志物，用于检测适用于使用旨在改善糖类壁和/或减少炎症和/或氧化损伤状况的化合物治疗的基于糖类壁的疾病，以及相关的组合物、试剂盒和方法。
• DRUG TREATMENT AND BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION
  申请人：Arterez, Inc.

  公开号：US20220288110A1

  公开（公告）日：2022-09-15

  The present disclosure provides pharmaceutical formulations of compounds designed for improving the condition of the glycocalyx and/or reducing inflammation and/or oxidative damage, as well as related methods.

  本公开提供了药物配方，其设计用于改善糖萼的状态和/或减少炎症和/或氧化损伤，以及相关方法。
• BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION
  申请人：Arterez, Inc.

  公开号：US20220390454A1

  公开（公告）日：2022-12-08

  The present disclosure provides biomarkers useful as companion diagnostics for detecting glycocalyx-based disease that is amenable to treatment using compounds designed for improving the condition of the glycocalyx and/or reducing inflammation and/or oxidative damage, as well as related compositions, kits, and methods.
• Inverse electron demand hetero-Diels–Alder reaction in preparing 1,4-benzodioxin from o-quinone and enamine
  作者：Jinsong Zhang、Chris Taylor、Erich Bowman、Leo Savage-Low、Michael W. Lodewyk、Larry Hanne、Guang Wu

  DOI：10.1016/j.tetlet.2013.09.013

  日期：2013.11

  A process for synthesizing 1,4-benzodioxin, through oxidation of a phenol to an o-quinone followed by treatment with an enamine, has been developed. Adduct stereochemistry is found to be retained via this one-pot reaction. The method uses hypervalent iodine reagent under mild conditions and is compatible with a wide scope of phenols and enamines. Published by Elsevier Ltd.