[2-(1,3-dioxan-2-yl)phenyl]oxirane | 259212-29-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: [2-(1,3-dioxan-2-yl)phenyl]oxirane
• 英文别名: 2-[2-(oxiran-2-yl)phenyl]-1,3-dioxane
• CAS: 259212-29-8
• 化学式: C₁₂H₁₄O₃
• 分子量: 206.241
• InChiKey: DNYSDRPJVODWFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  31
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(1,3-dioxan-2-yl)phenyl]oxirane 、 苯甲醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以72%的产率得到2-O-benzyl-1-[2-(1,3-dioxan-2-yl)phenyl]ethanediol
  参考文献：
  名称：

  Nucleoside Analogues with a Novel Glycone Based on the Benzo[C]Furan Core

  摘要：

  Routes to novel nucleoside analogues based on 1,3-dihydrobenzo[c]furan have been investigated. Thus 1-(1,3-dihydro-3-hydroxymethylbenzo[c]furan-1-yl)-thymine, an analogue of d4T, was obtained as two diastereoisomers. The cis compound (quasi beta-D/alpha-L stereochemistry) was obtained pure but the trans compound was only 90% pure. A purine analogue with a four atom spacer group between base and glycone was also prepared. The conformation of these constrained nucleosides was studied by molecular modelling.

  DOI：

  10.1080/07328319908044630
• 作为产物：
  描述：

  2-(1,3-二恶烷-2-基)苯甲醛 在 正丁基锂 、 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 为溶剂， 反应 6.0h， 生成 [2-(1,3-dioxan-2-yl)phenyl]oxirane
  参考文献：
  名称：

  Nucleoside Analogues with a Novel Glycone Based on the Benzo[C]Furan Core

  摘要：

  Routes to novel nucleoside analogues based on 1,3-dihydrobenzo[c]furan have been investigated. Thus 1-(1,3-dihydro-3-hydroxymethylbenzo[c]furan-1-yl)-thymine, an analogue of d4T, was obtained as two diastereoisomers. The cis compound (quasi beta-D/alpha-L stereochemistry) was obtained pure but the trans compound was only 90% pure. A purine analogue with a four atom spacer group between base and glycone was also prepared. The conformation of these constrained nucleosides was studied by molecular modelling.

  DOI：

  10.1080/07328319908044630

文献信息

• Ewing, David F; Fahmi, Noureddine; Len, Christoph, Collection of Czechoslovak Chemical Communications, 1996, vol. 61, p. S145 - S147
  作者：Ewing, David F、Fahmi, Noureddine、Len, Christoph、Mackenzie, Grahame、Ronco, Gino、et al.

  DOI：——

  日期：——