3-(2-hydroxy-3-(pentyloxy)propoxy)propan-1,2-diol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 3-(2-hydroxy-3-(pentyloxy)propoxy)propan-1,2-diol
• 英文别名: 1-O-pentyl-α,α'-diglycerol；3-(2-Hydroxy-3-pentoxypropoxy)propane-1,2-diol
• 化学式: C₁₁H₂₄O₅
• 分子量: 236.309
• InChiKey: LSGPDRHIUHZHTK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  16
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  79.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  正戊醛 、 二聚甘油 在 1% Pd/C 、 左旋樟脑磺酸 、 氢气 作用下， 140.0 ℃ 、1.0 MPa 条件下， 反应 24.0h， 以83%的产率得到3-(2-hydroxy-3-(pentyloxy)propoxy)propan-1,2-diol
  参考文献：
  名称：

  Straightforward selective synthesis of linear 1-O-alkyl glycerol and di-glycerol monoethers

  摘要：

  1-O-Alkyl glycerol and di-glycerol monoethers are, respectively, obtained in high yields and selectivity by catalytic reductive etherification of mono- and di-glycerol with linear aldehydes in the presence of 0.5 mol % of Pd/C under 10 bars of hydrogen using a Bronsted acid as co-catalyst. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.09.134

文献信息

• Selective synthesis of 1-O-alkyl glycerol and diglycerol ethers by reductive alkylation of alcohols
  作者：Yan Shi、Wissam Dayoub、Guo-Rong Chen、Marc Lemaire

  DOI：10.1039/c0gc00202j

  日期：——

  1-O-alkyl glycerol and diglycerol ethers are obtained in high yields and high selectivity by catalytic reductive alkylation of glycerol and diglycerol with linear aldehydes in the presence of 0.5 mol% of Pd/C under 10 bars of hydrogen using a Brønsted acid as co-catalyst. All byproducts were identified. A mechanism for the reductive alkylation is proposed.

  通过以下方法高产率和高选择性地获得1- O-烷基甘油和二甘油醚。催化 还原性的 烷基化 的 甘油 和 双甘油 在0.5摩尔％的存在下使用线性醛 钯/C 低于10条 氢使用布朗斯台德酸作为助催化剂。确定了所有副产物。还原的机制烷基化 被提议。
• Straightforward selective synthesis of linear 1-O-alkyl glycerol and di-glycerol monoethers
  作者：Yan Shi、Wissam Dayoub、Alain Favre-Réguillon、Guo-Rong Chen、Marc Lemaire

  DOI：10.1016/j.tetlet.2009.09.134

  日期：2009.12

  1-O-Alkyl glycerol and di-glycerol monoethers are, respectively, obtained in high yields and selectivity by catalytic reductive etherification of mono- and di-glycerol with linear aldehydes in the presence of 0.5 mol % of Pd/C under 10 bars of hydrogen using a Bronsted acid as co-catalyst. (C) 2009 Elsevier Ltd. All rights reserved.