4-fluorobut-1-yne | 98352-47-7

• 分子结构分类: 有机化合物 - 乙炔化物 - 碳化物
• 英文名称: 4-fluorobut-1-yne
• CAS: 98352-47-7
• 化学式: C₄H₅F
• 分子量: 72.0821
• InChiKey: CQFCDAVYXPMTRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-1-[4-(fluoromethyl)-1H-[1,2,3]triazol-1-yl]methyl-5-(2-(2,4-difluorophenoxymethyl)pyrrolidine-1-sulfonyl)isatin 、 4-fluorobut-1-yne 、 Propargylfluorid 、 在 [18F]7 作用下， 生成 (S)-1-[4-(2-Fluoroethyl)-1H-[1,2,3]-triazol-1-yl]methyl-5-(2-(2,4-difluorophenoxymethyl)-pyrrolidine-1-sulfonyl)isatin
  参考文献：
  名称：

  Isatin derivatives for use as in vivo imaging agents

  摘要：

  本发明公开了5-磺酰胺基异喹啉衍生物、包含该衍生物的制药组合物、其作为分子成像剂的应用、其用于诊断或治疗与细胞凋亡失调相关的疾病或疾病的方法、合成该衍生物的方法、测定caspase活性和细胞凋亡的分子成像方法以及评估测试物质对caspase活性的治疗效果的方法。

  公开号：

  US08961930B2
• 作为产物：
  描述：

  3-丁炔-1-醇 在 potassium fluoride 、 硫酰氟 、 18-冠醚-6 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以46%的产率得到4-fluorobut-1-yne
  参考文献：
  名称：

  SO2F2 介导的脂肪醇脱氧氟化的有效方案

  摘要：

  烷基氟在制药和农业化学工业中都很普遍。因此，过去 40 年来，人们对开发新的合成方法以获取这些重要的氟化基序产生了浓厚的兴趣。在此，我们报告了使用室温反应条件仅在一小时内硫酰氟介导的醇的脱氧氟化。范围广泛的伯脂肪醇以 46-70% 的分离产率有效地转化为相应的氟化物。仲醇也被有效地脱氧氟化，产率为 50-92%。手性仲醇被干净地转化为相应的烷基氟，对映体富集只有轻微的恶化。类固醇衍生物也以 50% 的产率和 5.9:1 dr 进行脱氧氟化，

  DOI：

  10.1016/j.jfluchem.2021.109888

文献信息

• Conformational Analysis, Barriers to Internal Rotation, ab Initio Calculations, and Vibrational Assignment of 4-Fluoro-1-butyne
  作者：Gamil A. Guirgis、Xiaodong Zhu、Stephen Bell、James R. Durig

  DOI：10.1021/jp0021796

  日期：2001.1.1

  The infrared spectra (3400-300 cm(-1)) of gaseous, xenon and krypton solutions, and solid state and the Raman spectra (3400-10 cm(-1)) of the liquid and solid states have been recorded for 4-fluoro-1-butyne, CH2FCH2C=CH. These data have been interpreted to show that the molecule exists in the anti conformation (the C-F bond is trans to the CEC bond) and the gauche forms in the vapor and liquid, but only the gauche conformer is present in the solid. From variable-temperature infrared studies of xenon and krypton solutions, the anti conformation has been determined to be more stable than the gauche form by 215 +/- 22 cm(-1) (2.57 +/- 0.26 kJ/mol) and 170 +/- 17 cm(-1) (2.04 +/- 0.2 kJ/mol), respectively. The asymmetric torsional fundamentals have been observed at 109.4 and 116.6 cm(-1) for the more stable anti and the high-energy gauche conformers, respectively. From these data the asymmetric torsional potential function governing the internal rotation about the C-CH2F bond has been determined and the potential parameters are V-1 = 438 +/- 14, V-2 = -157 +/- 12, V-3 = 1137 +/- 5, and V-4 = 17 +/- 6 cm(-1). This potential function is consistent with the anti to gauche and gauche to gauche barriers of 1142 and 1364 cm(-1), respectively, and the dihedral angle FCCC for the gauche conformer of 64 degrees. These data are compared to the corresponding quantities obtained from ab initio calculations, which predict the anti conformer to be the more stable form. Vibrational assignments for the 24 normal modes for both the anti and gauche conformers are proposed. These experimental and theoretical results are compared to the corresponding quantities of some similar molecules.
• Efficient protocol for the SO2F2-mediated deoxyfluorination of aliphatic alcohols
  作者：Cayo Lee、Joey Lai、Maxim Epifanov、Cindy Xinyun Wang、Glenn M. Sammis

  DOI：10.1016/j.jfluchem.2021.109888

  日期：2021.11

  the development of new synthetic methods to access these important fluorinated motifs. Herein we report the sulfuryl fluoride-mediated deoxyfluorination of alcohols using room temperature reaction conditions in only an hour. A wide range of primary aliphatic alcohols were efficiently converted to the corresponding fluoride in 46-70% isolated yields. Secondary alcohols were also effectively deoxyfluorinated

  烷基氟在制药和农业化学工业中都很普遍。因此，过去 40 年来，人们对开发新的合成方法以获取这些重要的氟化基序产生了浓厚的兴趣。在此，我们报告了使用室温反应条件仅在一小时内硫酰氟介导的醇的脱氧氟化。范围广泛的伯脂肪醇以 46-70% 的分离产率有效地转化为相应的氟化物。仲醇也被有效地脱氧氟化，产率为 50-92%。手性仲醇被干净地转化为相应的烷基氟，对映体富集只有轻微的恶化。类固醇衍生物也以 50% 的产率和 5.9:1 dr 进行脱氧氟化，
• Isatin derivatives for use as in vivo imaging agents
  申请人：Aboagye Eric Ofori

  公开号：US08961930B2

  公开（公告）日：2015-02-24

  Isatin 5-sulfonamide derivatives, pharmaceutical compositions comprising the derivatives, their use as molecular imaging agents, their use for the diagnosis or treatment of diseases or disorders associated with dysregulation of apoptosis, methods for synthesizing the derivatives, methods for the molecular imaging of caspase activity and apoptosis, and methods of assessing the therapeutic effect of a test substance on caspase activity are disclosed.

  本发明公开了5-磺酰胺基异喹啉衍生物、包含该衍生物的制药组合物、其作为分子成像剂的应用、其用于诊断或治疗与细胞凋亡失调相关的疾病或疾病的方法、合成该衍生物的方法、测定caspase活性和细胞凋亡的分子成像方法以及评估测试物质对caspase活性的治疗效果的方法。