Acetic acid 2-acetoxymethyl-2-hydroxymethyl-3-(4-methoxy-benzyloxy)-propyl ester | 879015-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Acetic acid 2-acetoxymethyl-2-hydroxymethyl-3-(4-methoxy-benzyloxy)-propyl ester
• 英文别名: [2-(Acetyloxymethyl)-2-(hydroxymethyl)-3-[(4-methoxyphenyl)methoxy]propyl] acetate
• CAS: 879015-71-1
• 化学式: C₁₇H₂₄O₇
• 分子量: 340.373
• InChiKey: NQSOLBWABQITOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  24
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  91.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Acetic acid 2-acetoxymethyl-2-hydroxymethyl-3-(4-methoxy-benzyloxy)-propyl ester 在 甲醇 、 sodium 作用下， 反应 1.0h， 以90%的产率得到2-(hydroxymethyl)-2-(((4-methoxybenzyl)oxy)methyl)propane-1,3-diol
  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：

  5,5-bis(acetyloxymethyl)-2-(p-methoxyphenyl)-1,3-dioxane 在 三乙基硅烷 、 二氯乙基铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 0.58h， 以72%的产率得到Acetic acid 2-acetoxymethyl-2-hydroxymethyl-3-(4-methoxy-benzyloxy)-propyl ester
  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.