Ethyl 2-(1-hydroxyethyl)but-2-enoate | 108106-58-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: Ethyl 2-(1-hydroxyethyl)but-2-enoate
• 英文别名: ethyl 2-(1-hydroxyethyl)but-2-enoate
• CAS: 108106-58-7
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: FWXKZLQQWUMIQG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 2-(1-hydroxyethyl)but-2-enoate 、 乙酸酐 在 吡啶 作用下， 生成 ethyl 2-(1-acetyloxyethyl)but-2-enoate
  参考文献：
  名称：

  Tailored α-methylene-γ-butyrolactones and their effects on growth suppression in pancreatic carcinoma cells

  摘要：

  A selected series of racemic alpha-methylene-gamma-butyrolactones (AMGBL) were synthesized via allylboration and screened against three human pancreatic cancer cell lines (Panc-1, MIA PaCa-2, and BxPC-3). This systematic study established a discernible relationship between the substitution pattern of AMGBL and their anti-proliferative activity. beta,gamma-diaryl-AMGBLs, particularly those with a trans-relationship exhibited higher potency than parthenolide and LC-1 against all three cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.022
• 作为产物：
  描述：

  2-丁炔酸乙酯 、 乙醛 在 二异丁基氢化铝 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 为溶剂， 生成 Ethyl 2-(1-hydroxyethyl)but-2-enoate
  参考文献：
  名称：

  Tailored α-methylene-γ-butyrolactones and their effects on growth suppression in pancreatic carcinoma cells

  摘要：

  A selected series of racemic alpha-methylene-gamma-butyrolactones (AMGBL) were synthesized via allylboration and screened against three human pancreatic cancer cell lines (Panc-1, MIA PaCa-2, and BxPC-3). This systematic study established a discernible relationship between the substitution pattern of AMGBL and their anti-proliferative activity. beta,gamma-diaryl-AMGBLs, particularly those with a trans-relationship exhibited higher potency than parthenolide and LC-1 against all three cell lines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.022