Dimethyl 3-(3,3-dihydroperoxybutyl)-4-methylidene-1,3-dihydronaphthalene-2,2-dicarboxylate | 1140518-91-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: Dimethyl 3-(3,3-dihydroperoxybutyl)-4-methylidene-1,3-dihydronaphthalene-2,2-dicarboxylate
• CAS: 1140518-91-7
• 化学式: C₁₉H₂₄O₈
• 分子量: 380.395
• InChiKey: OWVNKIQUBFDULB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  Dimethyl 3-(3,3-dihydroperoxybutyl)-4-methylidene-1,3-dihydronaphthalene-2,2-dicarboxylate 在 咪唑 、 四氯化锡 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 dimethyl 3-methyl-3,4,5,5a-tetrahydro-3,11b-methanonaphtho[1,2-c][1,2]dioxepine-6,6(7H)-dicarboxylate
  参考文献：
  名称：

  Antimalarial Spiro-Bridged 1,2-Dioxolanes via Intramolecular Addition of Peroxycarbenium Ions to C-C Double Bonds

  摘要：

  Several 1,2-dioxolanes embedded in a rigid spiro-bridge framework fused with a built-in UV chromophore were synthesized through intramolecular [3+2] addition of in situ generated peroxycarbenium ions to C-C double bonds.

  DOI：

  10.3987/com-12-s(n)5
• 作为产物：
  描述：

  dimethyl 2-(3-(2-methyl-1,3-dioxolan-2-yl)propylidene)malonate 在 phosphomolybdic acid 、 双氧水 、 palladium diacetate 、 sodium hydride 、 potassium carbonate 、 三苯基膦 、 copper(l) chloride 作用下， 以 四氢呋喃 、 乙醚 、 乙腈 为溶剂， 反应 37.0h， 生成 Dimethyl 3-(3,3-dihydroperoxybutyl)-4-methylidene-1,3-dihydronaphthalene-2,2-dicarboxylate
  参考文献：
  名称：

  Antimalarial Spiro-Bridged 1,2-Dioxolanes via Intramolecular Addition of Peroxycarbenium Ions to C-C Double Bonds

  摘要：

  Several 1,2-dioxolanes embedded in a rigid spiro-bridge framework fused with a built-in UV chromophore were synthesized through intramolecular [3+2] addition of in situ generated peroxycarbenium ions to C-C double bonds.

  DOI：

  10.3987/com-12-s(n)5

文献信息

• A Broadly Applicable Mild Method for the Synthesis of <i>gem</i>-Diperoxides from Corresponding Ketones or 1,3-Dioxolanes
  作者：Yun Li、Hong-Dong Hao、Qi Zhang、Yikang Wu

  DOI：10.1021/ol900262t

  日期：2009.4.2

  Ketones or ketals were readily converted into the corresponding gem-dihydroperoxides in high yields by treatment with ethereal H2O2 at ambient temperature in the presence of 2-5 mol % of phosphomolybdic acid.
• Antimalarial Spiro-Bridged 1,2-Dioxolanes via Intramolecular Addition of Peroxycarbenium Ions to C-C Double Bonds
  作者：Yikang Wu、Sergio Wittlin、Yun Li

  DOI：10.3987/com-12-s(n)5

  日期：——

  Several 1,2-dioxolanes embedded in a rigid spiro-bridge framework fused with a built-in UV chromophore were synthesized through intramolecular [3+2] addition of in situ generated peroxycarbenium ions to C-C double bonds.