(E)-3-(2,3-dimethoxyphenyl)prop-2-en-1-ol | 1137838-36-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: (E)-3-(2,3-dimethoxyphenyl)prop-2-en-1-ol
• 英文别名: 3-(2,3-Dimethoxyphenyl)prop-2-en-1-ol
• CAS: 1137838-36-8
• 化学式: C₁₁H₁₄O₃
• 分子量: 194.23
• InChiKey: IMPHFJKKRKRHCI-GQCTYLIASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-3-(2,3-dimethoxyphenyl)prop-2-en-1-ol 在 palladium 10% on activated carbon 、 氢气 、 三溴化磷 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 2.5h， 生成 1-(3-bromopropyl)-2,3-dimethoxybenzene
  参考文献：
  名称：

  Modifications around the hydroxamic acid chelating group of fosmidomycin, an inhibitor of the metalloenzyme 1-deoxyxylulose 5-phosphate reductoisomerase (DXR)

  摘要：

  Fosmidomycin derivatives in which the hydroxamic acid group has been replaced by several bidentate chelators as potential hydroxamic alternatives were prepared and tested against the DXR from Escherichia coli. These results illustrate the predominant role of the hydroxamate functional group as the most effective metal binding group in DXR inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.021
• 作为产物：
  描述：

  甲基雪松酮 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 0.2h， 以1.85 g的产率得到(E)-3-(2,3-dimethoxyphenyl)prop-2-en-1-ol
  参考文献：
  名称：

  N-（芳氧基）亚胺的脱芳族钯催化的Uppolung烯丙基化伯胺的形式α-烯丙基化

  摘要：

  N-（芳氧基）亚胺很容易通过（伪）苄基伯胺和2,6-二叔丁基-1,4-苯醌的缩合/互变异构而获得，经过有效的烯丙基化反应后得到各种均一的伯胺水解后处理。N-（芳氧基）亚胺的去质子化产生离域的2-氮杂烯丙基阴离子型亲核试剂，与烯丙基碳酸叔丁酯生成的烯丙基钯（II）亲电试剂参与脱芳香族CC键形成反应。该反应性基质使（伪）苄基伯胺的形式α-烯丙基化成为可能。机理研究表明，所需键形成事件的表观区域选择性是由非选择性烯丙基化引发的聚合过程。N-（芳氧基）亚胺产生几种区域异构体，其随后通过逐步的[1,3]-或一致的[3,3]-σ位移而重排，最终收敛以提供所需的胺产物的区域异构体。

  DOI：

  10.1021/acs.joc.0c01020

文献信息

• LEOLIGIN DERIVATIVES AS SMOOTH MUSCLE CELL PROLIFERATION INHIBITORS
  申请人：TECHNISCHE UNIVERSITAET WIEN

  公开号：US20170157301A1

  公开（公告）日：2017-06-08

  A compound of formula (II), and a method of preparation thereof, for use as a smooth muscle cell (SMC) proliferation-inhibiting drug: wherein: R 1 to R 6 are —H, —F, —CH 3 , —CF 3 , —CF 2 CH 3 , —OCH 3 , —COCH 3 , —C 4 H 9 , —COOC 2 H 5 , or —C 6 H 5 , or two vicinal residues from R 1 to R 6 form a saturated or unsaturated carbocyclic ring together with the two carbon atoms to which they are attached; R 7 is OH, allyloxy, propargyl-oxy, 2,2-dimethylpropanoyloxy (pivaloyloxy), butanoyloxy, 3-methylbutanoyloxy, 2-buten-oyloxy, 2-methyl-2-butenoyloxy, 3-methyl-2-butenoyloxy, isopentanoyloxy, 2-ethylbutanoyl-oxy, 3,3-dimethylbutanoyloxy, cyclopropylcarbonyloxy, cyclobutylcarbonyloxy, cyclo-pentylcarbonyloxy, cyclopentenylcarbonyloxy, cyclohexylcarbonyloxy, cyclo-hexenylcarbonyloxy, adamantylethanoyloxy, 3-phenylpropenoyloxy (cinnamyloyloxy), 2-methylbenzoyloxy, or naphthoyloxy; wherein, in ring A and/or B, one or more carbon ring atoms are optionally replaced by heteroatoms; wherein the compounds of formula (II) are obtained by combining the residues R 1 to R 7 and which inhibit SMC proliferation at least 50% more effectively than EC proliferation.
• [EN] METHOD OF IDENTIFYING THE AVIAN REPELLANT EFFECTS OF A COMPOUND AND METHOD OF REPELLING BIRDS FROM MATERIALS SUSCEPTIBLE TO CONSUMPTION BY BIRDS
  申请人：——

  公开号：WO1992017062A1

  公开（公告）日：1992-10-15

  [EN] There is provided by the invention avian aversive compounds such as ortho-aminoacetophenone, 4-keto benztriazine anthranilic acid, and coniferyl benzoate. Also provided by the invention is a method for use of repellent compounds in deterring consumption of fluids, for example, non-potable fluids. Also provided by the invention is a method of identifying compounds capable of repelling birds from consuming or utilizing a material otherwise susceptible to consumption or utilization by birds comprising the steps of: a) selecting a compound, of unknown capability of repelling birds from consuming or utilizing said material, having one of the core structures (I), (II), (III), wherein R1 or R1' or R1'' is an electron donating group and R2 is an electron withdrawing group or a neutral group which group does not substantially hinder electron donation to the phenyl ring by R1. Also provided by the invention is a method for repelling birds from consuming or utilizing a material otherwise susceptible to consumption or utilization by birds comprising applying a novel avian repellent compound identified from the method of the invention to the material in an amount effective to reduce the consumption or utilization of the material by a statistically significant amount.
  [FR] Composés avifuges tels que l'ortho-aminoacétophénone, la 4-cétobenztriazine, l'acide anthranilique, et le benzoate coniférylique; procédé d'utilisation de composés avifuges pour empêcher la consommation de fluides tels que les fluides non potables; et procédé de détermination des composés aptes à faire fuir les oiseaux afin de les empêcher de consommer ou d'utiliser une matière qu'ils seraient normalement susceptibles de consommer ou d'utiliser. Ce procédé consiste (a) à sélectionner un composé dont le pouvoir avifuge est inconnu et qui présente l'une des structures de base (I), (II) et (III), où R1, R1' ou R1'' représente un groupe électrodonneur et R2 représente un groupe électroaccepteur ou un groupe neutre n'entravant sensiblement pas l'émission d'électrons vers le cycle phényle par R1. On a également prévu un procédé permettant de faire fuir les oiseaux afin de les empêcher de consommer ou d'utiliser une matière qu'ils seraient normalement susceptibles de consommer ou d'utiliser, et consistant à apliquer sur ladite matière une quantité suffisante d'un nouveau composé avifuge identifié grâce au procédé précité pour réduire la consommation ou l'utilisation aviennes de ladite matière par une quantité statistiquement significative.
• Formal α-Allylation of Primary Amines by a Dearomative, Palladium-Catalyzed Umpolung Allylation of <i>N</i>-(Aryloxy)imines
  作者：Luis M. Mori-Quiroz、Shrikant S. Londhe、Michael D. Clift

  DOI：10.1021/acs.joc.0c01020

  日期：2020.12.4

  N-(Aryloxy)imines, readily accessible by condensation/tautomerization of (pseudo)benzylic primary amines and 2,6-di-tert-butyl-1,4-benzoquinone, undergo efficient allylation to afford a wide range of homoallylic primary amines following hydrolytic workup. Deprotonation of N-(aryloxy)imines generates a delocalized 2-azaallyl anion-type nucleophile that engages in dearomative C–C bond-forming reactions

  N-（芳氧基）亚胺很容易通过（伪）苄基伯胺和2,6-二叔丁基-1,4-苯醌的缩合/互变异构而获得，经过有效的烯丙基化反应后得到各种均一的伯胺水解后处理。N-（芳氧基）亚胺的去质子化产生离域的2-氮杂烯丙基阴离子型亲核试剂，与烯丙基碳酸叔丁酯生成的烯丙基钯（II）亲电试剂参与脱芳香族CC键形成反应。该反应性基质使（伪）苄基伯胺的形式α-烯丙基化成为可能。机理研究表明，所需键形成事件的表观区域选择性是由非选择性烯丙基化引发的聚合过程。N-（芳氧基）亚胺产生几种区域异构体，其随后通过逐步的[1,3]-或一致的[3,3]-σ位移而重排，最终收敛以提供所需的胺产物的区域异构体。
• Modifications around the hydroxamic acid chelating group of fosmidomycin, an inhibitor of the metalloenzyme 1-deoxyxylulose 5-phosphate reductoisomerase (DXR)
  作者：Catherine Zinglé、Lionel Kuntz、Denis Tritsch、Catherine Grosdemange-Billiard、Michel Rohmer

  DOI：10.1016/j.bmcl.2012.09.021

  日期：2012.11

  Fosmidomycin derivatives in which the hydroxamic acid group has been replaced by several bidentate chelators as potential hydroxamic alternatives were prepared and tested against the DXR from Escherichia coli. These results illustrate the predominant role of the hydroxamate functional group as the most effective metal binding group in DXR inhibitors. (C) 2012 Elsevier Ltd. All rights reserved.