ethyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate | 949103-69-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate
• 英文别名: ethyl 2-[5-(2-hydroxyethyl)furan-2-yl]acetate
• CAS: 949103-69-9
• 化学式: C₁₀H₁₄O₄
• 分子量: 198.219
• InChiKey: HZHOKIJGGOBSCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  59.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate 在 potassium hydroxide 、 盐酸 、 水 作用下， 以 乙醇 为溶剂， 以95%的产率得到2-(5-(2-hydroxyethyl)furan-2-yl)acetic acid
  参考文献：
  名称：

  Macrocyclisation of 2-(5-(2-hydroxyethyl)furan-2-yl)acetic acid model compounds of nonactic acid

  摘要：

  The macrocyclisation of hydroxyethylfuranyl acetic acid and of dehydrogenated model compounds of nonactic acid was investigated to develop a facile synthesis of nonactin analogues. By applying the Yamagushi macrocyclisation to our omega-hydroxyacids, we were able to isolate a mixture of di-, tri-, tetra- and pentameric macrocycles.

  DOI：

  10.1007/s00706-008-0031-4
• 作为产物：
  描述：

  2-呋喃乙酸乙酯 在 lithium aluminium tetrahydride 、 双氧水 、 iron(II) sulfate 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 29.5h， 生成 ethyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate
  参考文献：
  名称：

  Radical Couplings as Key Steps for the Preparation of Derivatives of Nonactic Acid

  摘要：

  Free radical couplings from furan, as cheap starting material, were studied in view of developing a rapid strategy en route to the synthesis of derivatives of nonactin. The chain containing the alcohol function was introduced in one or two steps in 86% yield. For the introduction of the second chain with the ester function two different coupling methods were tested. Starting from the advanced intermediates obtained nonactin derivatives can be prepared by catalytic hydrogenation of the furan ring.

  DOI：

  10.1007/s00706-006-0578-x

文献信息

• Malonylation/Decarbalkoxylation of Furan Derivatives as Key Steps for the Preparation of Nonactic Acid Derivatives. Part II [1]
  作者：Jean-Mary Simone、François Loiseau、David Carcache、Pavel Bobal、Julie Jeanneret-Gris、Reinhard Neier

  DOI：10.1007/s00706-006-0580-3

  日期：2007.2

  A malonylation/decarbalkoxylation sequence from 2-substituted furans was investigated in view of developing a scalable synthesis of hydrophobic nonactic acid analogues.

  考虑到开发疏水性非乳酸类似物的可扩展合成，研究了来自2-取代的呋喃的丙二酰化/脱羧烷氧基化序列。