(S)-2,2-Dimethyl-4-((E)-4-phenyl-but-1-enyl)-[1,3]dioxolane | 141887-87-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-2,2-Dimethyl-4-((E)-4-phenyl-but-1-enyl)-[1,3]dioxolane
• CAS: 141887-87-8
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: JYACEDXQNFXLIA-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-2,2-Dimethyl-4-((E)-4-phenyl-but-1-enyl)-[1,3]dioxolane 在 platinum on activated charcoal 盐酸 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 7.0h， 生成 (S)-6-phenylhexane-1,2-diol
  参考文献：
  名称：

  An azido-functionalized isocarbacyclin analogue acting as an efficient photoaffinity probe for a prostacyclin receptor

  摘要：

  A stable prostacyclin analogue, (15S)-18c, having an azidophenyl, group as a photoaffinity labeling functionality has been synthesized. This compound has a sufficiently high affinity to the prostacyclin receptor protein in mastocytoma P-815 cells, exhibiting an IC50 value of 3 nM for the replacement of iloprost bound to the receptor protein. A photoaffinity probe compound, [H-3]-(15S)-18c, is obtainable by reduction of the ketone 16c with [H-3]NaBH4-CeCl3 followed by alkaline hydrolysis of the methyl ester.

  DOI：

  10.1016/s0040-4020(01)88526-4
• 作为产物：
  描述：

  (S)-(+)-1,2-异亚丙基甘油 在 正丁基锂 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.67h， 生成 (S)-2,2-Dimethyl-4-((E)-4-phenyl-but-1-enyl)-[1,3]dioxolane
  参考文献：
  名称：

  An azido-functionalized isocarbacyclin analogue acting as an efficient photoaffinity probe for a prostacyclin receptor

  摘要：

  A stable prostacyclin analogue, (15S)-18c, having an azidophenyl, group as a photoaffinity labeling functionality has been synthesized. This compound has a sufficiently high affinity to the prostacyclin receptor protein in mastocytoma P-815 cells, exhibiting an IC50 value of 3 nM for the replacement of iloprost bound to the receptor protein. A photoaffinity probe compound, [H-3]-(15S)-18c, is obtainable by reduction of the ketone 16c with [H-3]NaBH4-CeCl3 followed by alkaline hydrolysis of the methyl ester.

  DOI：

  10.1016/s0040-4020(01)88526-4