(E)-1-[[4-(2-benzyloxy-5-dimethylphosphonomethyl)phenoxy]phenyl]-2-[2-bromo-5-methoxyphenyl]ethene | 220429-88-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-1-[[4-(2-benzyloxy-5-dimethylphosphonomethyl)phenoxy]phenyl]-2-[2-bromo-5-methoxyphenyl]ethene
• 英文别名: 2-[4-[(E)-2-(2-bromo-5-methoxyphenyl)ethenyl]phenoxy]-4-(dimethoxyphosphorylmethyl)-1-phenylmethoxybenzene
• CAS: 220429-88-9
• 化学式: C₃₁H₃₀BrO₆P
• 分子量: 609.453
• InChiKey: GENJGQFGRRDFRA-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (E)-1-[[4-(2-benzyloxy-5-dimethylphosphonomethyl)phenoxy]phenyl]-2-[2-bromo-5-methoxyphenyl]ethene 在 platinum(IV) oxide 四(三苯基膦)钯 、 氢气 、 六甲基二锡 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 38.0h， 生成 19-Methoxy-4,12-bis(methoxymethoxy)-2-oxapentacyclo[22.2.2.13,7.010,15.016,21]nonacosa-1(26),3,5,7(29),10(15),11,13,16(21),17,19,24,27-dodecaene
  参考文献：
  名称：

  Total Syntheses of Plagiochins A and D, Macrocyclic Bis(bibenzyls), by Pd(0) Catalyzed Intramolecular Stille-Kelly Reaction1

  摘要：

  Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0) catalyzed intramolecular Stille-Kelly reaction, whereas 1 has been synthesized from the dibromide (28) via the trimethylstannyl compounds (29) and (30) by Pd(0) catalyzed intramolecular Stille reaction.

  DOI：

  10.3987/com-00-s(i)26
• 作为产物：
  描述：

  2-溴-5-甲氧基苄醇 在 lithium aluminium tetrahydride 、 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 4.0h， 生成 (E)-1-[[4-(2-benzyloxy-5-dimethylphosphonomethyl)phenoxy]phenyl]-2-[2-bromo-5-methoxyphenyl]ethene
  参考文献：
  名称：

  Total Syntheses of Plagiochins A and D, Macrocyclic Bis(bibenzyls), by Pd(0) Catalyzed Intramolecular Stille-Kelly Reaction1

  摘要：

  Total syntheses of plagiochins A (1) and D (4), the former of which exhibits a significant neurotrophic activity, have been accomplished. The key 16-membered ring closure in 4 has been achieved directly from the dibromoperrottetin derivative (7) by Pd(0) catalyzed intramolecular Stille-Kelly reaction, whereas 1 has been synthesized from the dibromide (28) via the trimethylstannyl compounds (29) and (30) by Pd(0) catalyzed intramolecular Stille reaction.

  DOI：

  10.3987/com-00-s(i)26