(R)-1-(2-methoxyethoxy)-2-(1''-phenylbut-3''-enyl)benzene | 732250-30-5

• 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)-1-(2-methoxyethoxy)-2-(1''-phenylbut-3''-enyl)benzene
• 英文别名: 1-(2-methoxyethoxy)-2-[(1R)-1-phenylbut-3-enyl]benzene
• CAS: 732250-30-5
• 化学式: C₁₉H₂₂O₂
• 分子量: 282.382
• InChiKey: ZNWJCRWCMKHFPO-QGZVFWFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-1-(2-methoxyethoxy)-2-(1''-phenylbut-3''-enyl)benzene 在 potassium permanganate 、 18-冠醚-6 、 三溴化硼 作用下， 以 二氯甲烷 、 水 为溶剂， 以70%的产率得到(R)-4-phenylchroman-2-one
  参考文献：
  名称：

  Asymmetric alkylation of diarylmethane derivatives. Improved results using methoxyethoxy substituent

  摘要：

  Alkylation of 2-methoxyethoxyphenyl phenyl methane using sec-BuLi and (-)-sparteine has been carried Out in excellent yields and up to 94% cc. The best results were obtained in allylation reactions but methylation, ethylation, benzylation and trimethylsilylation have all been carried out with acceptable cc. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.05.058
• 作为产物：
  描述：

  苯甲基苯酚 在 仲丁基锂 、 sodium hydride 、 鹰爪豆碱 作用下， 以 四氢呋喃 、 乙醚 、 环己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 (R)-1-(2-methoxyethoxy)-2-(1''-phenylbut-3''-enyl)benzene
  参考文献：
  名称：

  Asymmetric alkylation of diarylmethane derivatives

  摘要：

  Deprotonation-alkylation of prochiral diarylinethane substrates using sec-BuLi and (-)-sparteine has been carried Out in excellent yields and Lip to 94% ee. A variety of enantioselective alkylations, silylations and stannylations have been performed on four different diarylmethanes. Surrogates for (+)-sparteine have also been applied in this Study including a novel surrogate. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.044

文献信息

• Asymmetric alkylation of diarylmethane derivatives. Improved results using methoxyethoxy substituent
  作者：James A Wilkinson、Steven B Rossington、John Leonard、Nigel Hussain

  DOI：10.1016/j.tetlet.2004.05.058

  日期：2004.7

  Alkylation of 2-methoxyethoxyphenyl phenyl methane using sec-BuLi and (-)-sparteine has been carried Out in excellent yields and up to 94% cc. The best results were obtained in allylation reactions but methylation, ethylation, benzylation and trimethylsilylation have all been carried out with acceptable cc. (C) 2004 Elsevier Ltd. All rights reserved.
• Asymmetric alkylation of diarylmethane derivatives
  作者：James A. Wilkinson、Steven B. Rossington、Sylvie Ducki、John Leonard、Nigel Hussain

  DOI：10.1016/j.tet.2005.11.044

  日期：2006.2

  Deprotonation-alkylation of prochiral diarylinethane substrates using sec-BuLi and (-)-sparteine has been carried Out in excellent yields and Lip to 94% ee. A variety of enantioselective alkylations, silylations and stannylations have been performed on four different diarylmethanes. Surrogates for (+)-sparteine have also been applied in this Study including a novel surrogate. (c) 2005 Elsevier Ltd. All rights reserved.