(4-Trimethylsilanyloxy-phenyl)-acetic acid | 79302-32-2

• 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: (4-Trimethylsilanyloxy-phenyl)-acetic acid
• 英文别名: 2-{4-[(Trimethylsilyl)oxy]phenyl}acetic acid；2-(4-trimethylsilyloxyphenyl)acetic acid
• CAS: 79302-32-2
• 化学式: C₁₁H₁₆O₃Si
• 分子量: 224.332
• InChiKey: OQXMPDXBQWFHAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.53
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-Trimethylsilanyloxy-phenyl)-acetic acid 在 mercury(II) fluoride 、 氧气 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以75%的产率得到4-三甲基硅氧苯甲醛
  参考文献：
  名称：

  Photolytic decarboxylation of α-arylcarboxylic acids mediated by HgF2 under a dioxygen atmosphere

  摘要：

  Mercuric fluoride (HgF2), as a light-sensitive inorganic compound, in the presence of dioxygen is able to convert various alpha-aryl- and alpha,alpha-diarylcarboxylic acids into the corresponding aldehydes and ketones selectively under photoirradiation via trapping of the benzylic radical by O-2. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.01.082
• 作为产物：
  描述：

  三甲基氯硅烷 、 对羟基苯乙酸 在 三乙胺 作用下， 以 甲苯 为溶剂， 生成 (4-Trimethylsilanyloxy-phenyl)-acetic acid
  参考文献：
  名称：

  Synthesis and ex vivo evaluation of carbon-11 labelled N-(4-methoxybenzyl)-N′-(5-nitro-1,3-thiazol-2-yl)urea ([11C]AR-A014418): A radiolabelled glycogen synthase kinase-3β specific inhibitor for PET studies

  摘要：

  N-(4-Methoxybenzyl)-N'-(5-nitro-1,3-thiazol-2-y1)urea (AR-A014418), a highly selective inhibitor of glycogen synthase kinase-3 beta (GSK-3 beta), was radiolabelled with carbon-11 (half-life = 20.4 min) for cerebral positron emission tomography (PET) studies. Reaction of desmethyl AR-A014418 with [C-11](CHI)-I-3 produced [C-11]AR-A014418 in 17% decay-corrected radiochemical yield, based on [C-11]CO2, with 3230 mCi/mu mol specific activity after a 30 min synthesis time. The desmethyl precursor of AR-A014418 was synthesized in 23% yield by a novel one-pot reaction of 2-amino-5-nitrothiazole with in situ generated TMS-protected 4-hydroxybenzylisocyanate, following deprotection with acid. Ex vivo biodistribution studies were conducted after [C-11]AR-A014418 was administered via tail vein injection into Sprague-Dawley rats. Very low levels of radioactivity were found in all brain regions (0.08% injected dose/gram of tissue) at 5 and 30 min post-injection, uncorrected for vascular compartment. Considering the extremely poor brain penetration of [11C]AR-A014418 this compound cannot be used to study GSK-3 beta in cerebral PET studies. Furthermore, the specific pharmacological mechanism(s) of antidepressant-like activity attributed to AR-AO14418 should be investigated. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.08.037