5-phenyl-1,3'-oxazolidin-[2-11C]-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 5-phenyl-1,3'-oxazolidin-[2-11C]-2-one
• 英文别名: [¹¹C]5-phenyloxazolidin-2-one；5-phenyl-(211C)1,3-oxazolidin-2-one
• 化学式: C₉H₉NO₂
• 分子量: 162.165
• InChiKey: ARILQDNHZGKJBK-RVRFMXCPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-azido-1-phenylethan-1-ol 、 [11C]二氧化碳 在 溶剂黄146 、 二甲基苯基磷 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.25h， 生成 5-phenyl-1,3'-oxazolidin-[2-11C]-2-one
  参考文献：
  名称：

  后期[11C]，[13C]和[14C]二氧化碳掺入对氨基甲酸酯的碳同位素标记

  摘要：

  据报导了环状氨基甲酸酯后期[ 11 C]，[ 13 C]和[ 14 C]碳同位素标记的一般程序。该协议允许以直接，经济有效和可持续的方式掺入二氧化碳（碳14和碳11放射性同位素的主要来源）。还实施了涉及开环/同位素封闭的断开/重新连接策略。

  DOI：

  10.1039/d0cc05031h

文献信息

• [¹¹C]Carbon Monoxide in Selenium-Mediated Synthesis of ¹¹C-Carbamoyl Compounds
  作者：Tor Kihlberg、Farhad Karimi、Bengt Långström

  DOI：10.1021/jo016307d

  日期：2002.5.1

  Using either amines, amino alcohols, or alcohols in selenium-mediated synthesis with [C-11] carbon monoxide, 3 ureas, 6 carbamates, and 1 carbonate were labeled. Tetrabutylammonium fluoride ((TBA)F) was discovered to form a soluble and reactive complex with selenium and drastically increase the radiochemical yields. Of the selected carbamoyl compounds, one was a receptor ligand, one was an enzyme inhibitor, and one was a muscular relaxant pharmaceutical. The C-11-target compounds were obtained in radiochemical yields ranging from low to almost quantitative and with specific radioactivity up to 1300 GBq/mumol. The radiochemical purity of the final products exceeded 98%. In one case, the corresponding C-13-substituted compound was produced to verify the position of the IT-label. In a typical experiment starting with 16.4 GBq [C-11] carbon monoxide, 7.0 GBq of LC-purified 5-phenyl-1,3-oxazolidin-[2-C-11]-2-one was obtained within 20 min from start of the carbonylation reaction (84% decay-corrected radiochemical yield). The presented approach is an interesting alternative to the use of [C-11]phosgene in labeling chemistry.
• Carbon isotope labeling of carbamates by late-stage [¹¹C], [¹³C] and [¹⁴C]carbon dioxide incorporation
  作者：Antonio Del Vecchio、Alex Talbot、Fabien Caillé、Arnaud Chevalier、Antoine Sallustrau、Olivier Loreau、Gianluca Destro、Frédéric Taran、Davide Audisio

  DOI：10.1039/d0cc05031h

  日期：——

  late-stage [11C], [13C] and [14C]carbon isotope labeling of cyclic carbamates is reported. This protocol allows the incorporation of carbon dioxide, the primary source of carbon-14 and carbon-11 radioisotopes, in a direct, cost-effective and sustainable manner. A disconnection/reconnection strategy, involving ring opening/isotopic closure, was also implemented.

  据报导了环状氨基甲酸酯后期[ 11 C]，[ 13 C]和[ 14 C]碳同位素标记的一般程序。该协议允许以直接，经济有效和可持续的方式掺入二氧化碳（碳14和碳11放射性同位素的主要来源）。还实施了涉及开环/同位素封闭的断开/重新连接策略。