ethyl 6-(1,3-dioxolan-2-yl)hexanoate | 85318-83-8

• 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 6-(1,3-dioxolan-2-yl)hexanoate
• CAS: 85318-83-8
• 化学式: C₁₁H₂₀O₄
• 分子量: 216.277
• InChiKey: GHFISPQVSCFWOD-UHFFFAOYSA-N

物化性质

• 沸点：
  95-97 °C(Press: 0.1 Torr)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 6-(1,3-dioxolan-2-yl)hexanoate 在 盐酸 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 7-oxoheptanoic acid phenylamide
  参考文献：
  名称：

  Synthesis and biological evaluation of aziridin-1-yl oxime-based vorinostat analogs as anticancer agents

  摘要：

  The suberoyl anilide hydroxamic acid (vorinostat) analogs with the aziridin-1-yl oxime moiety as a possible metal chelating functionality have been synthesized. Their biological activity and stability under physiological conditions have been evaluated. Although some of the synthesized compounds demonstrated high antiproliferative activity against human HT1080 fibrosarcoma (HT1080, IC50 0.3-7.7 mu M) comparable to vorinostat (HT1080, IC50 2.4 mu M), they showed only weak histone deacetylase inhibition activity in HeLa cell line extracts.

  DOI：

  10.1007/s10593-015-1752-z
• 作为产物：
  描述：

  7-羟基庚酸乙酯 在 对甲苯磺酸 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 3.0h， 生成 ethyl 6-(1,3-dioxolan-2-yl)hexanoate
  参考文献：
  名称：

  Synthesis and biological evaluation of aziridin-1-yl oxime-based vorinostat analogs as anticancer agents

  摘要：

  The suberoyl anilide hydroxamic acid (vorinostat) analogs with the aziridin-1-yl oxime moiety as a possible metal chelating functionality have been synthesized. Their biological activity and stability under physiological conditions have been evaluated. Although some of the synthesized compounds demonstrated high antiproliferative activity against human HT1080 fibrosarcoma (HT1080, IC50 0.3-7.7 mu M) comparable to vorinostat (HT1080, IC50 2.4 mu M), they showed only weak histone deacetylase inhibition activity in HeLa cell line extracts.

  DOI：

  10.1007/s10593-015-1752-z

文献信息

• Synthesis of functionalized aliphatic aldehydes via a copper-catalyzed Grignard coupling reaction
  作者：Robert A. Volkmann、Jeffery T. Davis、Clifford N. Meltz

  DOI：10.1021/jo00158a037

  日期：1983.5
• VOLKMANN, R. A.;DAVIS, J. T.;MELTZ, C. N., J. ORG. CHEM., 1983, 48, N 10, 1767-1769
  作者：VOLKMANN, R. A.、DAVIS, J. T.、MELTZ, C. N.

  DOI：——

  日期：——