3-(Benzyloxy)-6-bromo-2-methoxybenzoic acid | 1442686-53-4

• 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: 3-(Benzyloxy)-6-bromo-2-methoxybenzoic acid
• 英文别名: 6-bromo-2-methoxy-3-phenylmethoxybenzoic acid
• CAS: 1442686-53-4
• 化学式: C₁₅H₁₃BrO₄
• 分子量: 337.17
• InChiKey: VBGYRSUXMRDJPA-UHFFFAOYSA-N

物化性质

• 沸点：
  446.6±45.0 °C(Predicted)
• 密度：
  1.486±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(Benzyloxy)-6-bromo-2-methoxybenzoic acid 在 氯化亚砜 、 sodium hydride 、 三甲胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  Synthesis of Methoxy-, Methylenedioxy-, Hydroxy-, and Halo-Substituted Benzophenanthridinone Derivatives as DNA Topoisomerase IB (TOP1) and Tyrosyl-DNA Phosphodiesterase 1 (TDP1) Inhibitors and Their Biological Activity for Drug-Resistant Cancer

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c00318
• 作为产物：
  描述：

  6-(benzyloxy)-2-formylphenyl ethyl carbonate 在 sodium chlorite 、 sodium dihydrogenphosphate 、 双氧水 、 溴 、 potassium bromide 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 32.0h， 生成 3-(Benzyloxy)-6-bromo-2-methoxybenzoic acid
  参考文献：
  名称：

  Synthesis of 1,7-dimethoxy-2-hydroxyxanthone, a natural product with potential activity on erectile dysfunction

  摘要：

  The natural product, 1,7-dimethoxy-2-hydroxyxanthone (1), isolated from Securidaca inappendiculate Hassk, has a potential in the treatment of erectile dysfunction due to its significant relaxation activity on rabbit Corpus cavernosum. However, the isolation of compound 1 is problematic because of its high similarity in structure to its analogs. In this paper, the first synthesis of 1 was reported featuring two key reactions: a copper-catalyzed coupling reaction and an intramolecular cyclization. (C) 2013 De-Sheng Mei, Wen-Hu Duan. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.03.038

文献信息

• Synthesis of Methoxy-, Methylenedioxy-, Hydroxy-, and Halo-Substituted Benzophenanthridinone Derivatives as DNA Topoisomerase IB (TOP1) and Tyrosyl-DNA Phosphodiesterase 1 (TDP1) Inhibitors and Their Biological Activity for Drug-Resistant Cancer
  作者：De-Xuan Hu、Wen-Lin Tang、Yu Zhang、Hao Yang、Wenjie Wang、Keli Agama、Yves Pommier、Lin-Kun An

  DOI：10.1021/acs.jmedchem.1c00318

  日期：2021.6.10
• Synthesis of 1,7-dimethoxy-2-hydroxyxanthone, a natural product with potential activity on erectile dysfunction
  作者：Wen-Jing Liu、De-Sheng Mei、Wen-Hu Duan

  DOI：10.1016/j.cclet.2013.03.038

  日期：2013.6

  The natural product, 1,7-dimethoxy-2-hydroxyxanthone (1), isolated from Securidaca inappendiculate Hassk, has a potential in the treatment of erectile dysfunction due to its significant relaxation activity on rabbit Corpus cavernosum. However, the isolation of compound 1 is problematic because of its high similarity in structure to its analogs. In this paper, the first synthesis of 1 was reported featuring two key reactions: a copper-catalyzed coupling reaction and an intramolecular cyclization. (C) 2013 De-Sheng Mei, Wen-Hu Duan. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.