2-[(2E)-3-(4-methoxyphenyl)-2-propen-1-yl]phenol | 84391-91-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-[(2E)-3-(4-methoxyphenyl)-2-propen-1-yl]phenol
• 英文别名: (E)-2-(3-(4-methoxyphenyl)allyl)phenol；2-[(E)-3-(4-methoxyphenyl)prop-2-enyl]phenol
• CAS: 84391-91-3
• 化学式: C₁₆H₁₆O₂
• 分子量: 240.302
• InChiKey: BOFGYFMSIBICHC-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  2-[(2E)-3-(4-methoxyphenyl)-2-propen-1-yl]phenol 、 氯甲基甲基醚 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 1-(methoxymethoxy)-2-[(E)-3-(4-methoxyphenyl)-2-propen-1-yl]benzene
  参考文献：
  名称：

  Synthesis and biological evaluation of flavan-3-ol derivatives as positive modulators of GABAA receptors

  摘要：

  We herein describe the synthesis and positive modulatory activities of a small library of flavan-3-ol derivatives on alpha(1)beta(2)gamma(2L) GABA(A) receptors. Structure-activity relationships of various substituents on the A, B and C rings were evaluated in a functional electrophysiological assay. A trans configuration and a 3-acetoxy moiety are essential for activity. Substitution of the B ring appears to be well tolerated, with substituents on the A ring playing a major role in determining activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.062
• 作为产物：
  描述：

  2-羟基-4'-甲氧基查尔酮 在 sodium tetrahydroborate 、 cerium(III) chloride heptahydrate 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 1.17h， 生成 2-[(2E)-3-(4-methoxyphenyl)-2-propen-1-yl]phenol
  参考文献：
  名称：

  Deoxygenation of α,β-unsaturated acylphenols through ethyl o-acylphenylcarbonates with Luche reduction

  摘要：

  An efficient protocol for deoxygenation of alpha,beta-unsaturated acylphenols through ethyl o-acylphenylcarbonates with Luche reduction is described. The reaction shows very good selectivity and tolerates a wide range of functionalities on alpha,beta-unsaturated acylphenols, giving corresponding 2-allylphenols in good to excellent yields. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.109

文献信息

• [EN] PROCESSES FOR THE PREPARATION OF ORTHO-ALLYLATED HYDROXY ARYL COMPOUNDS<br/>[FR] PROCÉDÉS DE PRÉPARATION DE COMPOSÉS HYDROXY-ARYLE ORTHO-ALLYLÉS
  申请人：UNIV MCMASTER

  公开号：WO2021237371A1

  公开（公告）日：2021-12-02

  The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).

  本申请描述了一种制备邻烯丙基羟基芳基化合物的方法，例如通过在非质子溶剂中，在氧化铝和铝烷氧化物中选择的铝化合物存在下，将烯丙醇与羟基芳基化合物反应，其中羟基芳基化合物中至少有一个碳原子位于羟基的邻位且未被取代。本申请还包括化合物的化学式（I）。
• A versatile total synthesis of xenognosin
  作者：Vinayak S. Kamat、David W. Graden、David G. Lynn、John C. Steffens、James L. Riopel

  DOI：10.1016/s0040-4039(00)87153-1

  日期：1982.1

  Xenognosin, 4, the first identified host recognition substance for parasitic angiosperms has been synthesized by a route efficient for the preparation of several structural analogoues.

  Xenognosin，4，第一个被鉴定的用于寄生被子植物的宿主识别物质，是通过有效制备几种结构类似物的途径合成的。
• Catalytic Asymmetric Prins Cyclizations:  Cation Generation and Trapping with (BINAP)Pt Dications
  作者：Charles A. Mullen、Michel R. Gagné

  DOI：10.1021/ol052845r

  日期：2006.2.1

  (R)-[(to vertical bar B vertical bar NAP)Pt(NC6F5)(2)][SbF6](2) (5) catalyzes the highly enantioselective Prins reaction between 2-allylphenols and glyoxylate esters. Other Lewis acid catalysts favor glyoxylate-ene products.
• Photocyclization of 2-cinnamylphenols via excited state proton transfer (ESPT) involving the lowest-lying styrenic singlet
  作者：M. Consuelo Jiménez、Miguel A. Miranda、Rosa Tormos

  DOI：10.1016/s0040-4020(97)00942-3

  日期：1997.10
• PROCESSES FOR THE PREPARATION OF ORTHO-ALLYLATED HYDROXY ARYL COMPOUNDS
  申请人：McMaster University

  公开号：US20210380513A1

  公开（公告）日：2021-12-09

  The present application describes process for preparing an ortho-allylated hydroxy aryl compounds such as compounds of Formula (I) by reacting an allylic alcohol with a hydroxy aryl compound in the presence of aluminum compound selected from alumina and aluminum alkoxides and in a non-protic solvent wherein at least one carbon atom ortho to the hydroxy group in the hydroxy aryl compound is unsubstituted. The present application also includes compounds of Formula (I).