tert-butyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate | 949103-71-3

• 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: tert-butyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate
• 英文别名: t-Butyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate；tert-butyl 2-[5-(2-hydroxyethyl)furan-2-yl]acetate
• CAS: 949103-71-3
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: VBBFSDCEFTVUEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  tert-butyl 2-(5-(2-hydroxyethyl)furan-2-yl)acetate 在 Rh/Al₂O₃ 氢气 作用下， 以 甲醇 为溶剂， 反应 16.0h， 生成 tert-butyl 2-(5-(2-hydroxyethyl)dihydrofuran-2(3H)-ylidene)acetate 、 tert-butyl trans-2-(5-(2-hydroxyethyl)tetrahydrofuran-2-yl)acetate 、 tert-butyl cis-2-(5-(2-hydroxyethyl)tetrahydrofuran-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
• 作为产物：
  描述：

  2-呋喃乙酸乙酯 在 lithium aluminium tetrahydride 、 过氧化双月桂酰 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 7.0h， 生成 tert-butyl 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