(E)-1,4-di(2-(benzyloxy)phenyl)-2-butene | 1239600-50-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-1,4-di(2-(benzyloxy)phenyl)-2-butene
• 英文别名: 1-phenylmethoxy-2-[(E)-4-(2-phenylmethoxyphenyl)but-2-enyl]benzene
• CAS: 1239600-50-0
• 化学式: C₃₀H₂₈O₂
• 分子量: 420.551
• InChiKey: RMCXDSZKEUWLHE-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-allyl-2-(benzyloxy)benzene 在 Grubbs catalyst first generation 作用下， 以 二氯甲烷 为溶剂， 反应 4.5h， 生成 (Z)-1,4-di(2-(benzyloxy)phenyl)-2-butene 、 (E)-1,4-di(2-(benzyloxy)phenyl)-2-butene
  参考文献：
  名称：

  The attempted stereoselective synthesis of chiral 2,2′-biindoline

  摘要：

  The attempted first stereoselective synthesis of 2,2'-biindoline using a metathesis-Sharpless asymmetric dihydroxylation strategy results in the synthesis of the heterocycle in poor to modest stereoselectivity. Attempts to improve the ee by varying the heteroatom protecting groups in key intermediates did not enhance the outcome of the Sharpless AD reaction. Therefore a limitation of this AD reaction is the use of 1,4-substituted but-2-enes where these substituents are ortho-substituted aromatics. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.035

文献信息

• The attempted stereoselective synthesis of chiral 2,2′-biindoline
  作者：Mary J. Gresser、Steven M. Wales、Paul A. Keller

  DOI：10.1016/j.tet.2010.06.035

  日期：2010.8

  The attempted first stereoselective synthesis of 2,2'-biindoline using a metathesis-Sharpless asymmetric dihydroxylation strategy results in the synthesis of the heterocycle in poor to modest stereoselectivity. Attempts to improve the ee by varying the heteroatom protecting groups in key intermediates did not enhance the outcome of the Sharpless AD reaction. Therefore a limitation of this AD reaction is the use of 1,4-substituted but-2-enes where these substituents are ortho-substituted aromatics. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.