dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate | 331248-70-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate
• 英文别名: 1-Bromo-2-(dimethoxyphosphorylmethyl)-4-methoxy-5-phenylmethoxybenzene
• CAS: 331248-70-5
• 化学式: C₁₇H₂₀BrO₅P
• 分子量: 415.221
• InChiKey: IAKQFRFKVBKHAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 27.0h， 生成 4-[4-[(E)-2-(2-bromo-5-methoxy-4-phenylmethoxyphenyl)ethenyl]phenoxy]-6-[(E)-2-(2-bromo-5-phenylmethoxyphenyl)ethenyl]-2,2-diphenyl-1,3-benzodioxole
  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：

  4-苄氧基-2-溴-5-甲氧基-苯甲醛 在 sodium tetrahydroborate 、 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 7.0h， 生成 dimethyl 2-bromo-4-benzyloxy-5-methoxybenzylphosphonate
  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