α-(1-Oxy-2-cyclohexylethyl)-anisol | 342399-35-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: α-(1-Oxy-2-cyclohexylethyl)-anisol
• 英文别名: 2-Cyclohexyl-1-(2-methoxyphenyl)ethanol
• CAS: 342399-35-3
• 化学式: C₁₅H₂₂O₂
• 分子量: 234.338
• InChiKey: HGDMPVPKMZTWNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  α-(1-Oxy-2-cyclohexylethyl)-anisol 在 palladium on activated charcoal 盐酸 、 氢气 、 吡啶盐酸盐 、 sodium hydride 作用下， 生成 N,N-Diethyl-2-<2-(2-cyclohexyl-ethyl)-phenoxy>-ethylamin
  参考文献：
  名称：

  Compounds with gastric antisecretory activity. 1. Phenoxyalkylamines

  摘要：

  A series of 0-alkylphenoxyalkylamines, derived from classical H1 antagonists, has been found to inhibit histamine-induced gastric acid secretion. The most potent compound was trans-1-[2[2-[2-(1-adamantyl)vinyl] phenoxy] ethyl]pyrrolidine (54). The 0-acylphenol 23 required for the preparation of 54 was obtained by the novel reaction of 1-bromoadamantane (21) with 4-hydroxycoumarin (20) using diethyl phosphonate as solvent. The product 22 was then hydrolyzed under basic conditions to give 23 in high yield. 54 was not an H2 antagonist and its mode of action remains unknown. The compound had no significant anticholinergic, antiinflammatory, anticonvulsant, sedative, or H1-antihistaminic activity.

  DOI：

  10.1021/jm00220a018
• 作为产物：
  描述：

  magnesium,methanidylcyclohexane,bromide 、 邻甲氧基苯甲醛 生成 α-(1-Oxy-2-cyclohexylethyl)-anisol
  参考文献：
  名称：

  Compounds with gastric antisecretory activity. 1. Phenoxyalkylamines

  摘要：

  A series of 0-alkylphenoxyalkylamines, derived from classical H1 antagonists, has been found to inhibit histamine-induced gastric acid secretion. The most potent compound was trans-1-[2[2-[2-(1-adamantyl)vinyl] phenoxy] ethyl]pyrrolidine (54). The 0-acylphenol 23 required for the preparation of 54 was obtained by the novel reaction of 1-bromoadamantane (21) with 4-hydroxycoumarin (20) using diethyl phosphonate as solvent. The product 22 was then hydrolyzed under basic conditions to give 23 in high yield. 54 was not an H2 antagonist and its mode of action remains unknown. The compound had no significant anticholinergic, antiinflammatory, anticonvulsant, sedative, or H1-antihistaminic activity.

  DOI：

  10.1021/jm00220a018

文献信息

• Selective control of secondary alcohols upgrading using Ir-catalyzed cross-coupling strategy
  作者：Siqi Yang、Zeye Lu、Jiale Ji、Qingshu Zheng、Tao Tu

  DOI：10.1007/s11426-023-1843-8

  日期：2024.3

  The selective coupling of alcohols is a fascinating yet challenging approach for upgrading alcohols. Herein, we accomplished the controlled production of β-disubstituted ketones or upgraded secondary alcohols via the Ir-catalyzed cross-coupling of secondary alcohols in excellent yields with broad substrate scopes. This selective control was achieved by using an in-situ generated mono-NHC-Ir or a tris-NHC-Ir

  醇的选择性偶联是一种令人着迷但具有挑战性的醇升级方法。在此，我们通过Ir 催化的仲醇交叉偶联，实现了β-二取代酮或升级仲醇的受控生产，具有优异的产率和广泛的底物范围。这种选择性控制是通过分别使用原位生成的单-NHC-Ir或三-NHC-Ir络合物作为催化剂来实现的。机理研究表明，这些双功能催化剂的脱氢和加氢能力之间的微妙平衡对于实现不同的选择性至关重要。三-NHC-Ir络合物有效地促进了醇的脱氢和中间体的氢化，从而产生了所需的升级仲醇。相反，单-NHC-Ir络合物的高脱氢能力促进了形成的仲醇转化回酮。
• CROSS P. E.; DICKINSON R. P.; KEMP J. E. G.; LEEMING P. R.; PULLMAN L. G., J. MED. CHEM. <JMCM-AR>, 1977, 20, NO 10, 1317-1323
  作者：CROSS P. E.、 DICKINSON R. P.、 KEMP J. E. G.、 LEEMING P. R.、 PULLMAN L. G.

  DOI：——

  日期：——