methyl 3-cyclohexyl-4-hydroxybenzoate | 924283-05-6

• 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: methyl 3-cyclohexyl-4-hydroxybenzoate
• 英文别名: 3-cyclohexyl-4-hydroxy-benzoic acid methyl ester
• CAS: 924283-05-6
• 化学式: C₁₄H₁₈O₃
• 分子量: 234.295
• InChiKey: CGLDNXKQCKMKQH-UHFFFAOYSA-N

物化性质

• 沸点：
  323.6±30.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-cyclohexyl-4-hydroxybenzoate 在 硝酸 、 溶剂黄146 作用下， 反应 1.5h， 以100%的产率得到3-cyclohexyl-4-hydroxy-5-nitro-benzoic acid methyl ester
  参考文献：
  名称：

  6-Membered aryl and heteroaryl derivatives for treating viruses

  摘要：

  公开了用于治疗黄病毒科病毒感染的化合物、组合物和方法。

  公开号：

  US20070032488A1
• 作为产物：
  描述：

  4-溴苯酚 在 1,1'-双(二苯基膦)二茂铁 、 磷酸 、 potassium acetate 、 palladium diacetate 作用下， 以 二甲基亚砜 为溶剂， 60.0~100.0 ℃ 、101.33 kPa 条件下， 反应 40.0h， 生成 methyl 3-cyclohexyl-4-hydroxybenzoate
  参考文献：
  名称：

  Iodoarene-Catalyzed Stereospecific Intramolecular sp³ C–H Amination: Reaction Development and Mechanistic Insights

  摘要：

  A new strategy is reported for intramolecular Sp(3) C-H amination :under mild reaction conditions using iodoarene as catalyst and m-CPBA as oxidant. This C-H functionalization involving iodine(III) reagents generated in situ occurs readily at sterically hindered tertiary C-H bonds. DFT (M06-2X) calculations show that the preferred pathway involves an iodonium cation intermediate and proceeds via an energetically concerted transition state, through hydride transfer followed by the spontaneous C-N bond formation. ThiS leads to the experimentally observed amination at a chiral center without loss of stereo chemical information.

  DOI：

  10.1021/jacs.5b03488

文献信息

• [EN] 6-MEMBERED ARYL AND HETEROARYL DERIVATIVES FOR TREATING VIRUSES<br/>[FR] DERIVES D'ARYLE ET HETEROARYLE A 6 MEMBRES POUR LE TRAITEMENT DE VIRUS
  申请人：GENELABS TECH INC

  公开号：WO2007019397A2

  公开（公告）日：2007-02-15

  [EN] Disclosed are compounds, compositions and methods for treatingFlaviviridae family virus infections.
  [FR] L'invention concerne des composés, des compositions et des méthodes de traitement d'infections virales de la famille Flaviviridae.
• Iodoarene-Catalyzed Stereospecific Intramolecular sp³ C–H Amination: Reaction Development and Mechanistic Insights
  作者：Chendan Zhu、Yong Liang、Xin Hong、Heqing Sun、Wei-Yin Sun、K. N. Houk、Zhuangzhi Shi

  DOI：10.1021/jacs.5b03488

  日期：2015.6.24

  A new strategy is reported for intramolecular Sp(3) C-H amination :under mild reaction conditions using iodoarene as catalyst and m-CPBA as oxidant. This C-H functionalization involving iodine(III) reagents generated in situ occurs readily at sterically hindered tertiary C-H bonds. DFT (M06-2X) calculations show that the preferred pathway involves an iodonium cation intermediate and proceeds via an energetically concerted transition state, through hydride transfer followed by the spontaneous C-N bond formation. ThiS leads to the experimentally observed amination at a chiral center without loss of stereo chemical information.
• 6-Membered aryl and heteroaryl derivatives for treating viruses
  申请人：Botyanszki Janos

  公开号：US20070032488A1

  公开（公告）日：2007-02-08

  Disclosed are compounds, compositions and methods for treating Flaviviridae family virus infections.

  公开了用于治疗黄病毒科病毒感染的化合物、组合物和方法。