3,5-dibenzyloxy-2-[3-(4,6-dibenzyloxy-2-hydroxyphenyl)-5-{(4,6-dibenzyloxy-2-hydroxyphenyl)methyl}-2-methylenehex-5-enyl]phenol | 1357487-20-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 3,5-dibenzyloxy-2-[3-(4,6-dibenzyloxy-2-hydroxyphenyl)-5-{(4,6-dibenzyloxy-2-hydroxyphenyl)methyl}-2-methylenehex-5-enyl]phenol
• 英文别名: 2-[4-[2-Hydroxy-4,6-bis(phenylmethoxy)phenyl]-5-[[2-hydroxy-4,6-bis(phenylmethoxy)phenyl]methyl]-2-methylidenehex-5-enyl]-3,5-bis(phenylmethoxy)phenol
• CAS: 1357487-20-7
• 化学式: C₆₈H₆₂O₉
• 分子量: 1023.23
• InChiKey: VLPNUNCNXXSTJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16
• 重原子数：
  77
• 可旋转键数：
  26
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  116
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  3,5-dibenzyloxy-2-[3-(4,6-dibenzyloxy-2-hydroxyphenyl)-5-{(4,6-dibenzyloxy-2-hydroxyphenyl)methyl}-2-methylenehex-5-enyl]phenol 在 sodium hydride 、 potassium carbonate 、 对甲苯磺酸 、 臭氧 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 4.41h， 生成 (2RS,3aRS,8a'RS)-8a'-[(2,4,6-tribenzyloxyphenyl)methyl]-4,4',6,6'-tetrabenzyloxy-3a',8a'-dihydro-3H,3'H-spiro[1-benzofuran-2,2'-furo[2,3-b][1]benzofuran]
  参考文献：
  名称：

  Total synthesis of (±)-lysidicin A

  摘要：

  Lysidicin A, which has been isolated from Lisidicie rhodostegia possesses complicated structure. A total synthesis of lysidicin A has been achieved and is described herein. The key reaction is single and cascade Claisen rearrangements. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.12.062
• 作为产物：
  描述：

  6-(3,5-dibenzyloxyphenoxy)-2,5-bis[(3,5-dibenzyloxyphenoxy)methyl]hexa-1,4-diene 在 三甲基铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 以84%的产率得到3,5-dibenzyloxy-2-[3-(4,6-dibenzyloxy-2-hydroxyphenyl)-5-{(4,6-dibenzyloxy-2-hydroxyphenyl)methyl}-2-methylenehex-5-enyl]phenol
  参考文献：
  名称：

  Total synthesis of (±)-lysidicin A

  摘要：

  Lysidicin A, which has been isolated from Lisidicie rhodostegia possesses complicated structure. A total synthesis of lysidicin A has been achieved and is described herein. The key reaction is single and cascade Claisen rearrangements. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.12.062

文献信息

• Total synthesis of (±)-lysidicin A
  作者：Yusuke Ogura、Ken Ishigami、Hidenori Watanabe

  DOI：10.1016/j.tet.2011.12.062

  日期：2012.2

  Lysidicin A, which has been isolated from Lisidicie rhodostegia possesses complicated structure. A total synthesis of lysidicin A has been achieved and is described herein. The key reaction is single and cascade Claisen rearrangements. (C) 2011 Elsevier Ltd. All rights reserved.