1,3-bis(allyloxy)-2-allyloxymethyl-2-[(p-bromophenoxy)methyl]propane | 879015-65-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,3-bis(allyloxy)-2-allyloxymethyl-2-[(p-bromophenoxy)methyl]propane
• 英文别名: 1-Bromo-4-[3-prop-2-enoxy-2,2-bis(prop-2-enoxymethyl)propoxy]benzene
• CAS: 879015-65-3
• 化学式: C₂₀H₂₇BrO₄
• 分子量: 411.336
• InChiKey: PBANICCCRWEFAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-bis(allyloxy)-2-allyloxymethyl-2-[(p-bromophenoxy)methyl]propane 在 臭氧 、 二甲基硫 、 sodium tetrahydroborate 作用下， 以 甲醇 、 二氯甲烷 、 乙醇 为溶剂， 以81%的产率得到5-[(p-bromophenoxy)methyl]-5-[(2-hydroxyethoxy)methyl]-3,7-dioxa-1,9-nonanediol
  参考文献：
  名称：

  Synthesis of a Nonavalent Mannoside Glycodendrimer Based on Pentaerythritol

  摘要：

  A nonavalent glycodendrimer bearing terminal alpha-D-mannopyranoside units has been synthesized with a convergent approach. Terminal trivalent mannoside dendrons bearing p-halophenyl ethers were prepared by glycosylation of pentaerythritol derivatives having three 2-hydroxyethyl ether substituents. Two efficient routes were developed for the synthesis of the pentaerythritol-based core (17), which has three terminal propargyl ethers. Conditions were found under which the triple Sonogashira coupling reaction of the dendron and the tri-O-propargyl ether (17) proceeded efficiently. The product was deprotected and it and precursors were fully characterized by NMR spectroscopy and FT-ICR mass spectrometry.

  DOI：

  10.1021/jo052045u
• 作为产物：
  描述：

  季戊四醇三烯丙基醚 在 吡啶 、 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 1,3-bis(allyloxy)-2-allyloxymethyl-2-[(p-bromophenoxy)methyl]propane
  参考文献：
  名称：

  Synthesis of a Nonavalent Mannoside Glycodendrimer Based on Pentaerythritol

  摘要：

  A nonavalent glycodendrimer bearing terminal alpha-D-mannopyranoside units has been synthesized with a convergent approach. Terminal trivalent mannoside dendrons bearing p-halophenyl ethers were prepared by glycosylation of pentaerythritol derivatives having three 2-hydroxyethyl ether substituents. Two efficient routes were developed for the synthesis of the pentaerythritol-based core (17), which has three terminal propargyl ethers. Conditions were found under which the triple Sonogashira coupling reaction of the dendron and the tri-O-propargyl ether (17) proceeded efficiently. The product was deprotected and it and precursors were fully characterized by NMR spectroscopy and FT-ICR mass spectrometry.

  DOI：

  10.1021/jo052045u

文献信息

• Synthesis of a Nonavalent Mannoside Glycodendrimer Based on Pentaerythritol
  作者：Hussein Al-Mughaid、T. Bruce Grindley

  DOI：10.1021/jo052045u

  日期：2006.2.1

  A nonavalent glycodendrimer bearing terminal alpha-D-mannopyranoside units has been synthesized with a convergent approach. Terminal trivalent mannoside dendrons bearing p-halophenyl ethers were prepared by glycosylation of pentaerythritol derivatives having three 2-hydroxyethyl ether substituents. Two efficient routes were developed for the synthesis of the pentaerythritol-based core (17), which has three terminal propargyl ethers. Conditions were found under which the triple Sonogashira coupling reaction of the dendron and the tri-O-propargyl ether (17) proceeded efficiently. The product was deprotected and it and precursors were fully characterized by NMR spectroscopy and FT-ICR mass spectrometry.