2-[(p-toluenesulfonyl)oxy]ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate | 676437-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 2-[(p-toluenesulfonyl)oxy]ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
• 英文别名: flumazenil tosylate；tosylflumazenil；2-(Tosyloxy)ethyl 8-fluoro-5-methyl-6-oxo-5,6-dihydro-4H-benzo[f]imidazo[1,5-a][1,4]diazepine-3-carboxylate；2-(4-methylphenyl)sulfonyloxyethyl 8-fluoro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
• CAS: 676437-17-5
• 化学式: C₂₂H₂₀FN₃O₆S
• 分子量: 473.482
• InChiKey: NHSBGGBMZWWZJG-UHFFFAOYSA-N

物化性质

• 沸点：
  712.8±60.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[(p-toluenesulfonyl)oxy]ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate 在 四丁基铵碳酸氢酯 、 氢氟酸 作用下， 以 乙腈 为溶剂， 反应 0.33h， 生成 [18F]FFMZ
  参考文献：
  名称：

  Jeong; Hong; Lee, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S517-S519

  摘要：

  DOI：
• 作为产物：
  描述：

  氟马西尼 在 四丁基氢氧化铵 、 水 作用下， 以 二氯甲烷 为溶剂， 生成 2-[(p-toluenesulfonyl)oxy]ethyl 8-fluoro-5,6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate
  参考文献：
  名称：

  Jeong; Hong; Lee, Journal of labelled compounds and radiopharmaceuticals, 1999, vol. 42, # SUPPL. 1, p. S517-S519

  摘要：

  DOI：

文献信息

• Bis-triethylene Glycolic Crown-5-calix[4]arene: A Promoter of Nucleophilic Fluorination Using Potassium Fluoride
  作者：Seok Min Kang、Chul Hee Kim、Kyo Chul Lee、Dong Wook Kim

  DOI：10.1021/acs.orglett.9b00649

  日期：2019.5.3

  a bis-triethylene glycolic crown-5-calix[4]arene (BTC5A) as a multifunctional promoter for nucleophilic fluorination using KF. The synergetic effect of the calix-crown moiety and ethylene glycols of BTC5A enabled KF to be easily dissolved in organic solvents and activated the fluoride in even nonpolar aprotic media. To validate its practicality, the SN2 fluorinations including 18F-fluorination of various

  我们设计和合成了双三甘醇的Crown-5calix [4] arene（BTC5A）作为使用KF进行亲核氟化的多功能促进剂。BTC5A的杯冠部分和乙二醇的协同作用使KF易于溶解在有机溶剂中，甚至在非极性非质子介质中活化了氟化物。为了验证其实用性，在BTC5A存在下，使用KF（或[ 18 F] F –）成功地进行了S N 2氟化，包括各种底物的18 F氟化。
• Tailor-Made Hexaethylene Glycolic Ionic Liquids as Organic Catalysts for Specific Chemical Reactions
  作者：Vinod H. Jadhav、Hwan-Jeong Jeong、Seok Tae Lim、Myung-Hee Sohn、Dong Wook Kim

  DOI：10.1021/ol200751e

  日期：2011.5.6

  Hexaethylene glycol substituted imidazolium based ionic liquids (hexaEGILs) were designed and prepared well-tailored to a specific organic reaction using alkali-metal fluorides (MFs) as multifunctional organic catalysts. These hexaEGIL catalysts could significantly enhance the reactivity of MF, even KF. Furthermore, the hexaEGIL systems showed tremendous efficiency in the nucleophilic fluorination of base-sensitive

  设计并制备了六甘醇取代的咪唑基离子液体（hexaEGILs），适合使用碱金属氟化物（MFs）作为多功能有机催化剂的特定有机反应。这些hexaEGIL催化剂可以显着提高MF甚至KF的反应性。此外，hexaEGIL系统在碱基敏感底物的亲核氟化反应中显示出巨大的效率。
• Polymer-Supported Pentaethylene Glycol as a Facile Heterogeneous Catalyst for Nucleophilic Fluorination
  作者：Vinod H. Jadhav、Seung Ho Jang、Hwan-Jeong Jeong、Seok Tae Lim、Myung-Hee Sohn、Dae Yoon Chi、Dong Wook Kim

  DOI：10.1021/ol101485n

  日期：2010.9.3

  Polymer-supported pentaethylene glycols (PSpentaEG) as promising catalysts for nucleophilic fluorination with alkali metal fluoride (MF) could significantly enhance the nucleophilicity of MF and provide simple purification and recycling in the reaction. Furthermore, by their synergistic effect, the combination of PSpentaEG and a tert-alcohol media system showed tremendous efficiency in the fluorination of base-sensitive substrates such as sec-alkyl halide.
• Tetrabutylammonium Tetra(<i>tert</i>-Butyl Alcohol)-Coordinated Fluoride as a Facile Fluoride Source
  作者：Dong Wook Kim、Hwan-Jeong Jeong、Seok Tae Lim、Myung-Hee Sohn

  DOI：10.1002/anie.200803150

  日期：2008.10.20
• METHOD FOR SYNTHESIZING RADIOPHARMACEUTICALS USING A CARTRIDGE
  申请人：Futurechem Co., LTD.

  公开号：US20150232392A1

  公开（公告）日：2015-08-20

  The present invention relates to a method for synthesizing a radiopharmaceutical using a cartridge, which makes it possible to carry out several steps of reaction required for synthesizing a radiopharmaceutical in the cartridge filled with a polymer. A method for synthesizing a radiopharmaceutical according to the present invention enables each step's reaction to be carried out with the solution confined in the cartridge so as not to flow out, thus being simplified compared to the conventional methods for synthesizing radiopharmaceuticals, and expediting the synthesis thereof.