cyclohexyl (2-methoxyphenyl)methanol | 92300-73-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: cyclohexyl (2-methoxyphenyl)methanol
• 英文别名: cyclohexyl(2-methoxyphenyl)methanol；α-Cyclohexyl-2-methoxy-benzylalkohol；Cyclohexyl-(2-methoxyphenyl)methanol
• CAS: 92300-73-7
• 化学式: C₁₄H₂₀O₂
• mdl: MFCD11937305
• 分子量: 220.312
• InChiKey: AYEAPTYFAIKUKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cyclohexyl (2-methoxyphenyl)methanol 在 lithium aluminium tetrahydride 、 三氯化铝 、 氢溴酸 、 溶剂黄146 作用下， 生成 2-(cyclohexylmethyl)phenol
  参考文献：
  名称：

  57.芳核的烷基化。第八部分：苯甲酰化和环己基甲基化

  摘要：

  DOI：

  10.1039/jr9630000366
• 作为产物：
  描述：

  2-溴苯甲醚 、 环己烷基甲醛 在 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 6.17h， 以100%的产率得到cyclohexyl (2-methoxyphenyl)methanol
  参考文献：
  名称：

  4,4′-Unsymmetrically substituted 3,3′-biphenyl alpha helical proteomimetics as potential coactivator binding inhibitors

  摘要：

  A series of unsymmetrically substituted biphenyl compounds was designed as alpha helical proteomimetics with the aim of inhibiting the binding of coactivator proteins to the nuclear hormone receptor coactivator binding domain. These compounds were synthesized in good overall yields in seven steps starting from 2-bromoanisole. The final products were evaluated using cotransfection reporter gene assays and mammalian two-hybrid competitive inhibition assays to demonstrate their effectiveness as competitive binding inhibitors. The results from this study indicate that these proteomimetics possess the ability to inhibit coactivator-receptor interactions, but via a mixed mode of inhibition. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.10.051

文献信息

• Rh(I)/diene-catalyzed addition reactions of aryl/alkenylboronic acids with aldehydes
  作者：Chun-Hui Xing、Tao-Ping Liu、Jin Rong Zheng、Jaclynn Ng、Michelle Esposito、Qiao-Sheng Hu

  DOI：10.1016/j.tetlet.2009.06.074

  日期：2009.9

  [Rh(COD)Cl]2-catalyzed addition reactions of arylboronic acids with aldehydes, with low Rh(I) catalyst loading, are described. We also found that the reaction of arylboronic acids with α,β-unsaturated aldehydes greatly depends on the solvent and the steric hindrance of the reagents/substrates.

  描述了在低Rh（I）催化剂负载下[Rh（COD）Cl] 2催化的芳基硼酸与醛的加成反应。我们还发现，芳基硼酸与α，β-不饱和醛的反应在很大程度上取决于溶剂和试剂/底物的空间位阻。
• Cathodic Carbonyl Alkylation of Aryl Ketones or Aldehydes with Unactivated Alkyl Halides
  作者：Hongting Wu、Xinling Li、Ling Yang、Weihao Chen、Canlin Zou、Weijie Deng、Ziliang Wang、Jinhui Hu、Yibiao Li、Yubing Huang

  DOI：10.1021/acs.orglett.2c04019

  日期：2022.12.23

  An efficient cathodic carbonyl alkylation of aryl ketones or aldehydes with unactivated alkyl halides has been realized through the electrochemical activation of iron. The protocol is believed to include a radical–radical coupling or nucleophilic addition process, and the formation of ketyl radicals and alkyl radicals has been demonstrated. The protocol provides various tertiary or secondary alcohols

  通过铁的电化学活化，实现了芳基酮或醛与未活化烷基卤化物的有效阴极羰基烷基化。该方案被认为包括自由基-自由基偶联或亲核加成过程，并且已经证明了羰基自由基和烷基自由基的形成。该协议通过在安全和温和的条件下形成分子间 C-C 键来提供各种叔醇或仲醇，具有可扩展性，消耗很少的能量，并且具有广泛的底物范围。
• Thyroid hormone analogs. Synthesis of 3'-substituted 3,5-diiodo-L-thyronines and quantitative structure-activity studies of in vitro and in vivo thyromimetic activities in rat liver and heart
  作者：Paul D. Leeson、David Ellis、John C. Emmett、Virendra P. Shah、Graham A. Showell、Anthony H. Underwood

  DOI：10.1021/jm00396a008

  日期：1988.1

  Twenty-nine novel 3'-substituted derivatives of the thyroid hormone 3,3',5-triiodo-L-thyronine (T3) have been synthesized by using established methods and by a new route involving manipulation of a 3'-formyl intermediate. In vitro hormone receptor binding (to intact nuclei) and in vivo thyromimetic activity (induction of mitochondrial 3-phosphoglycerate oxidoreductase, GPDH) were measured in rat liver and heart for these new analogues and for the 18 previously reported 3'-substituted 3,5-diiodo-L-thyronines. Analysis of the binding data using theoretical conformational and quantitative structure-affinity methods implies that the 3'-substituent recognition site on the thyroid hormone receptor is hydrophobic and limited in depth to the length of the natural iodo substituent, but has sufficient width to accommodate a phenyl or cyclohexyl group. Receptor binding is reduced by approximately 10-fold in 3'-acyl derivatives which form strong intramolecular acceptor hydrogen bonds with the adjacent 4'-hydroxyl. The compounds studied showed no differences in their relative affinities for heart and liver nuclei, suggesting that receptors in these tissues are similar. However, the relationships between thyromimetic activity (induction of GPDH) and nuclear binding showed some tissue differences. A high correlation between activity and binding is observed for full agonists in the heart, but an equally significant correlation for the liver data is only seen when 3'-substituent bulk (molar refractivity) is included in the analysis. These results suggest the possibility that differential tissue penetration or access to receptors may occur in vivo.