2-tert-butyl-4-methoxyphenol benzoate | 1034012-90-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 2-tert-butyl-4-methoxyphenol benzoate
• 英文别名: 2-t-butyl-4-methoxyphenyl benzoate；(2-Tert-butyl-4-methoxyphenyl) benzoate
• CAS: 1034012-90-2
• 化学式: C₁₈H₂₀O₃
• 分子量: 284.355
• InChiKey: CSEVVAZZKUOKQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-叔丁基-5-甲氧基苯酚 、 苯甲酸 在 5,5'-dimethyl-3,3′-azoisooxazole 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 11.5h， 以59%的产率得到2-tert-butyl-4-methoxyphenol benzoate
  参考文献：
  名称：

  5,5'-二甲基-3,3'-偶氮异恶唑是一种新型异质偶氮试剂，用于在Mitsunobu条件下进行酚的酯化和苄基醇的选择性酯化†

  摘要：

  5,5'-二甲基-3,3'-偶氮异恶唑通过Mitsunobu协议，它用作新型高效的异质偶氮试剂，用于伯和仲苄醇和酚与脂肪族和芳香族羧酸的高选择性酯化。该反应对伯苄醇与仲醇，脂族醇以及酚的选择性很高。这异恶唑肼 副产物可以简单地通过过滤分离，并循环到其中 偶氮异恶唑 通过氧化。

  DOI：

  10.1039/c004357e

文献信息

• Easily Prepared Azopyridines As Potent and Recyclable Reagents for Facile Esterification Reactions. An Efficient Modified Mitsunobu Reaction
  作者：Nasser Iranpoor、Habib Firouzabadi、Dariush Khalili、Somayeh Motevalli

  DOI：10.1021/jo8000782

  日期：2008.7.1

  class of electron-deficient reagents for Mitsunobu esterification reactions. Among these compounds, 4,4′-azopyridine was found to be the most suitable one for esterification and thioesterification reactions. This new reagent promises to provide general and complementary solutions for separation problems in Mitsunobu reactions without restricting the reaction scope and facilitates the isolation of its

  研究了2,2'-，3,3'-和4,4'-偶氮吡啶（azpy）及其烷基吡啶鎓离子液体，作为用于Mitsunobu酯化反应的新型缺电子试剂。在这些化合物中，发现4,4'-偶氮吡啶是最适合酯化和硫酯化反应的化合物。这种新试剂有望为Mitsunobu反应中的分离问题提供通用和补充的解决方案，而不会限制反应范围，并有助于分离其肼副产物。吡啶肼副产物可通过氧化反应简单地再循环至其偶氮吡啶。
• Hydroquinone compounds, preparation methods therefor, and use in anti-tumor or immunomodulation therapy
  申请人：Biomedical Analysis Center, Academy of Military Medical Sciences

  公开号：US10786481B2

  公开（公告）日：2020-09-29

  Disclosed are hydroquinone compounds, preparation methods therefor, and uses thereof in anti-tumor or immunomodulation. The structural formula of the hydroquinone compounds are shown by formula I, wherein X is C═O or CH2; Y is NH, O or absent; R is a substituted or unsubstituted alkyl group having at least one carbon atom, a substituted or unsubstituted cycloalkyl group having at least three carbon atoms, a substituted or unsubstituted alkenyl group or alkynyl group having at least two carbon atoms; and a substituted or unsubstituted aryl group or heteroaryl group containing at least four carbon atoms. The compounds provided slowly release 2-tert-butyl-4-methoxyphenol in vivo and maintain stable plasma concentration of 2-tert-butyl-4-methoxyphenol (T½=12˜24 h). The compounds provided by the present invention protect the phenolic hydroxyl group of 2-tert-butyl-4-methoxyphenol, avoid environmental oxidation and increase the environmental stability of drugs containing the compounds.

  本文披露了羟基喹啉化合物、其制备方法以及在抗肿瘤或免疫调节中的用途。羟基喹啉化合物的结构式如下，其中X为C═O或CH2；Y为NH、O或缺失；R为具有至少一个碳原子的取代或未取代的烷基基团，具有至少三个碳原子的取代或未取代的环烷基基团，具有至少两个碳原子的取代或未取代的烯基基团或炔基基团；以及含有至少四个碳原子的取代或未取代的芳基或杂环芳基。本发明提供的化合物在体内缓慢释放2-叔丁基-4-甲氧基苯酚，并维持2-叔丁基-4-甲氧基苯酚的稳定血浆浓度（T½=12˜24小时）。本发明提供的化合物保护2-叔丁基-4-甲氧基苯酚的酚羟基，避免环境氧化，增加含有该化合物的药物的环境稳定性。
• HYDROQUINONE COMPOUND, PREPARATION METHOD THEREFOR, AND APPLICATION IN TUMOUR RESISTANCE OR IMMUNOMODULATION
  申请人：Biomedical Analysis Center Academy of Military Medical Sciences

  公开号：EP3398934A1

  公开（公告）日：2018-11-07

  Disclosed area hydroquinone compound, a preparation method therefor, and use thereof in anti-tumor or immunomodulation. The structural formula of the hydroquinone compound is as shown by formula I, wherein X is C=O or CH2; Y is NH, O or absent; R is selected from any one of the following groups: a substituted or unsubstituted alkyl group having at least one carbon atom, a substituted or unsubstituted cycloalkyl group having at least three carbon atoms, a substituted or unsubstituted alkenyl group or alkynyl group having at least two carbon atoms; and a substituted or unsubstituted aryl group or heteroaryl group containing at least four carbon atoms. The compound provided by the present invention can slowly releases 2-tert-butyl-4-methoxyphenol in vivo, overcomes the disadvantage that the half-life of 2-tert-butyl-4-methoxyphenol directly adminisitered in the body is short (T1/2 = 0.5∼1h), and maintains stable plasma concentration of 2-tert-butyl-4-methoxyphenol (T1/2=12∼24h). The compound provided by the present invention protects the phenolic hydroxyl group of 2-tert-butyl-4-methoxyphenol, avoids the oxidation in the environment and increases the enviromental stability of drugs.

  本发明公开了一种对苯二酚化合物、其制备方法及其在抗肿瘤或免疫调节中的用途。对苯二酚化合物的结构式如式I所示，其中X为C=O或CH2；Y为NH、O或无；R选自下列任一基团：具有至少一个碳原子的取代或未取代的烷基、具有至少三个碳原子的取代或未取代的环烷基、具有至少两个碳原子的取代或未取代的烯基或炔基；以及含有至少四个碳原子的取代或未取代的芳基或杂芳基。本发明提供的化合物能在体内缓慢释放 2-叔丁基-4-甲氧基苯酚，克服了 2-叔丁基-4-甲氧基苯酚在体内直接给药半衰期短（T1/2=0.5∼1h）的缺点，并能保持 2-叔丁基-4-甲氧基苯酚血浆浓度的稳定（T1/2=12∼24h）。本发明提供的化合物保护了 2-叔丁基-4-甲氧基苯酚的酚羟基，避免了环境中的氧化，提高了药物的环境稳定性。
• HYDROQUINONE COMPOUNDS, PREPARATION METHODS THEREFOR, AND USE IN ANTI-TUMOR OR IMMUNOMODULATION THERAPY
  申请人：Biomedical Analysis Center, Academy Of Military Medical Sciences

  公开号：US20190022049A1

  公开（公告）日：2019-01-24

  Disclosed are hydroquinone compounds, preparation methods therefor, and uses thereof in anti-tumor or immunomodulation. The structural formula of the hydroquinone compounds are shown by formula I, wherein X is C═O or CH 2 ; Y is NH, O or absent; R is a substituted or unsubstituted alkyl group having at least one carbon atom, a substituted or unsubstituted cycloalkyl group having at least three carbon atoms, a substituted or unsubstituted alkenyl group or alkynyl group having at least two carbon atoms; and a substituted or unsubstituted aryl group or heteroaryl group containing at least four carbon atoms. The compounds provided slowly release 2-tert-butyl-4-methoxyphenol in vivo and maintain stable plasma concentration of 2-tert-butyl-4-methoxyphenol (T½=12˜24 h). The compounds provided by the present invention protect the phenolic hydroxyl group of 2-tert-butyl-4-methoxyphenol, avoid environmental oxidation and increase the environmental stability of drugs containing the compounds.