[2-[Tert-butyl(dimethyl)silyl]oxy-3-[[3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenoxy]carbonyloxymethyl]-5-methylphenyl]methyl [3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenyl] carbonate | 1574349-96-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-[Tert-butyl(dimethyl)silyl]oxy-3-[[3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenoxy]carbonyloxymethyl]-5-methylphenyl]methyl [3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenyl] carbonate
• 英文别名: [2-[tert-butyl(dimethyl)silyl]oxy-3-[[3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenoxy]carbonyloxymethyl]-5-methylphenyl]methyl [3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenyl] carbonate
• CAS: 1574349-96-4
• 化学式: C₅₃H₆₆O₁₃Si
• 分子量: 939.185
• InChiKey: WZDZYAPJZPOQLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.72
• 重原子数：
  67
• 可旋转键数：
  17
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  136
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  2-羟基-5-甲基间苯二甲醇 在 咪唑 、 4-二甲氨基吡啶 、 氧气 、 亚甲兰 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 [2-[Tert-butyl(dimethyl)silyl]oxy-3-[[3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenoxy]carbonyloxymethyl]-5-methylphenyl]methyl [3-(3'-methoxyspiro[adamantane-2,4'-dioxetane]-3'-yl)phenyl] carbonate
  参考文献：
  名称：

  Chemiluminescence Sensing of Fluoride Ions Using a Self-Immolative Amplifier

  摘要：

  An enhanced chemiluminescence signal is obtained when electronically triggered dioxetane cleavage is initiated by fluoride-mediated deprotection of the silyl-protecting group, followed by self-immolation via 1,4-quinone-methide rearrangement. The reaction takes place even when the probe is trapped within a PMMA layer on top of a glass plate. In that arrangement, fluoride in aqueous solutions can be detected selectively at low micromolar concentrations.

  DOI：

  10.1021/ol5003412

文献信息

• Chemiluminescence Sensing of Fluoride Ions Using a Self-Immolative Amplifier
  作者：Ilke Simsek Turan、Engin U. Akkaya

  DOI：10.1021/ol5003412

  日期：2014.3.21

  An enhanced chemiluminescence signal is obtained when electronically triggered dioxetane cleavage is initiated by fluoride-mediated deprotection of the silyl-protecting group, followed by self-immolation via 1,4-quinone-methide rearrangement. The reaction takes place even when the probe is trapped within a PMMA layer on top of a glass plate. In that arrangement, fluoride in aqueous solutions can be detected selectively at low micromolar concentrations.