(R)-α-(2,4-dimethoxyphenyl)ethylamine | 1212160-02-5

• 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: (R)-α-(2,4-dimethoxyphenyl)ethylamine
• 英文别名: (R)-1-(2,4-dimethoxyphenyl)ethan-1-amine；(R)-1-(2,4-Dimethoxyphenyl)ethanamine；(1R)-1-(2,4-dimethoxyphenyl)ethanamine
• CAS: 1212160-02-5
• 化学式: C₁₀H₁₅NO₂
• mdl: MFCD06762184
• 分子量: 181.235
• InChiKey: WZDFPSLDFRVYEU-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-α-(2,4-dimethoxyphenyl)ethylamine 在 potassium hydroxide 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 0.5h， 生成 (R,Z)-(+)-5-benzylidene-3-[1-(2,4-dimethoxyphenyl)ethyl]-2-sulfanylideneimidazolidin-4-one
  参考文献：
  名称：

  基于 (R)- 和 (S)-1-(2,4-二甲氧基-苯基)乙烷-1-胺的对映体纯硫脲和硫代乙内酰脲的合成

  摘要：

  摘要 已经提出了使用二-O-苯甲酰基酒石酸作为手性助剂从外消旋体中分离1-(2,4-二甲氧基苯基)乙-1-胺的R和S对映异构体的简便方法。纯对映异构体通过与 2-异硫氰酸基乙酸乙酯反应转化为相应的手性硫脲和 2-硫代乙内酰脲。

  DOI：

  10.1134/s1070428022090251
• 作为产物：
  描述：

  2,4-二甲氧基苯乙酮 在 ammonium carbonate 、 sodium hydroxide 作用下， 以 乙二醇二甲醚 、 水 、 甲苯 为溶剂， 反应 72.0h， 生成 (R)-α-(2,4-dimethoxyphenyl)ethylamine
  参考文献：
  名称：

  Chemoenzymatic synthesis and application of a new, easily chiral auxiliary for the synthesis of peptidomimetics via an Ugi reaction

  摘要：

  A new chiral auxiliary derived from alpha-phenylethylamine, alpha-(2,4-dimethoxyphenyl)ethylamine is presented. It significantly expands upon the application of cc-phenylethylamine derivatives used as chiral auxiliaries. A straightforward, chemoenzymatic synthesis of non-racemic alpha-(2,4-dimethoxyphenyl)ethylamine is described and the new chiral auxiliary applied to an asymmetric Ugi reaction. The mild conditions used for the cleavage of the auxiliary allowed to obtain chiral, non-racemic peptidomimetics possessing reactive alpha,beta-unsaturated double bonds.(C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.01.016

文献信息

• Chemical Compounds
  申请人：Gudmundsson Kristjan

  公开号：US20090093454A1

  公开（公告）日：2009-04-09

  The present invention provides compounds of Formula (I) comprising: including salts, solvates, and physiologically functional derivatives thereof, pharmaceutical formulations containing them, processes for their preparation, and methods of treatment using them.

  本发明提供了式（I）的化合物，包括盐、溶剂化合物和生理功能衍生物，以及含有它们的制药配方、它们的制备过程和使用它们的治疗方法。
• CHEMICAL COMPOUNDS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：EP1853604A2

  公开（公告）日：2007-11-14
• [EN] CHEMICAL COMPOUNDS<br/>[FR] COMPOSES CHIMIQUES
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2006096444A2

  公开（公告）日：2006-09-14

  [EN] The present invention provides compounds of Formula (I) comprising: including salts, solvates, and physiologically functional derivatives thereof, pharmaceutical formulations containing them, processes for their preparation, and methods of treatment using them.
  [FR] La présente invention concerne des composés chimiques de formule (I) comprenant des sels, des solvates et des dérivés physiologiquement acceptables de ces sels et solvates, des préparations pharmaceutiques renfermant ces composés chimiques, des procédés de fabrication et des méthodes de traitement correspondants.
• Chemoenzymatic synthesis and application of a new, easily chiral auxiliary for the synthesis of peptidomimetics via an Ugi reaction
  作者：Szymon Klossowski、Anna Brodzka、Małgorzata Zysk、Ryszard Ostaszewski

  DOI：10.1016/j.tetasy.2014.01.016

  日期：2014.3

  A new chiral auxiliary derived from alpha-phenylethylamine, alpha-(2,4-dimethoxyphenyl)ethylamine is presented. It significantly expands upon the application of cc-phenylethylamine derivatives used as chiral auxiliaries. A straightforward, chemoenzymatic synthesis of non-racemic alpha-(2,4-dimethoxyphenyl)ethylamine is described and the new chiral auxiliary applied to an asymmetric Ugi reaction. The mild conditions used for the cleavage of the auxiliary allowed to obtain chiral, non-racemic peptidomimetics possessing reactive alpha,beta-unsaturated double bonds.(C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis of Enantiomerically Pure Thioureas and Thiohydantoins Based on (R)- and (S)-1-(2,4-Dimethoxy-phenyl)ethan-1-amines
  作者：A. A. Barashkin、V. S. Polyakov、N. L. Shikut、A. D. Putilova、A. R. Gorovoy、V. A. Tafeenko、N. V. Zyk、E. K. Beloglazkina

  DOI：10.1134/s1070428022090251

  日期：2022.9

  Abstract A convenient procedure has been proposed for the isolation of R and S enantiomers of 1-(2,4-di­methoxyphenyl)ethan-1-amine from the racemate using di-O-benzoyltartaric acids as chiral auxiliaries. The pure enantiomers were converted into the corresponding chiral thioureas and 2-thiohydantoins by reaction with ethyl 2-isothiocyanatoacetate.

  摘要 已经提出了使用二-O-苯甲酰基酒石酸作为手性助剂从外消旋体中分离1-(2,4-二甲氧基苯基)乙-1-胺的R和S对映异构体的简便方法。纯对映异构体通过与 2-异硫氰酸基乙酸乙酯反应转化为相应的手性硫脲和 2-硫代乙内酰脲。