N-benzoyl-2-amino-1-fluoropropane | 74275-01-7

• 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: N-benzoyl-2-amino-1-fluoropropane
• 英文别名: benzamido-2 fluoro-1 propane；N-(2-Fluoro-1-methylethyl)benzamide；N-(1-fluoropropan-2-yl)benzamide
• CAS: 74275-01-7
• 化学式: C₁₀H₁₂FNO
• 分子量: 181.21
• InChiKey: RQKUGUIJYIKQJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯甲酰氯 、 1-fluoro-2-propanamine formate salt 在 N,N-二异丙基乙胺 作用下， 生成 N-benzoyl-2-amino-1-fluoropropane
  参考文献：
  名称：

  [18F]Fluoroamines via ring-opening of N-Cbz-2-methylaziridine with [18F]-fluoride

  摘要：

  A highly regioselective method was developed for ring-opening benzyloxycarbonyl (Cbz)-protected 2-methylaziridine with [F-18]-labelled fluoride. Following catalytic hydrogenation, 1-[F-18]fluoro-2-propanamine([F-18]1) and 2-[F-18]flouro-1-\propanamine([F-18]2) were prepared as the major and minor products, respectively (85:15), and were characterized following acylation with benzyl chloride, This methodology is applicable towards the generation of new [F-18]-labelled amines for incorporation into radiopharmaceuticals. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.074

文献信息

• Synthèse D'α,β-fluoroamines à partir d'aziridines : orientation de l'ouverture du cycle et amélioration du pouvoir fluorant du réactif de olah
  作者：Gérard Alvernhe、Sylvie Lacombe、André Laurent

  DOI：10.1016/s0040-4039(00)71192-0

  日期：1980.1
• Ring opening of aziridines by different fluorinating reagents: three synthetic routes to .alpha.,.beta.-fluoro amines with different stereochemical pathways
  作者：Gerard M. Alvernhe、Christine M. Ennakoua、Sylvie M. Lacombe、Andre J. Laurent

  DOI：10.1021/jo00337a024

  日期：1981.11
• ALVERNHE G.; LACOMBE S.; LAURENT A., TETRAHEDRON LETT., 1980, 21, NO 3, 289-292
  作者：ALVERNHE G.、 LACOMBE S.、 LAURENT A.

  DOI：——

  日期：——
• ALVERNHE, G. M.;ENNAKOUA, C. M.;LACOMBE, S. M.;LAURENT, A. J., J. ORG. CHEM., 1981, 46, N 24, 4938-4948
  作者：ALVERNHE, G. M.、ENNAKOUA, C. M.、LACOMBE, S. M.、LAURENT, A. J.

  DOI：——

  日期：——
• [18F]Fluoroamines via ring-opening of N-Cbz-2-methylaziridine with [18F]-fluoride
  作者：Neil Vasdev、Erik M. van Oosten、Karin A. Stephenson、Nonik Zadikian、Andrei K. Yudin、Alan J. Lough、Sylvain Houle、Alan A. Wilson

  DOI：10.1016/j.tetlet.2008.11.074

  日期：2009.2

  A highly regioselective method was developed for ring-opening benzyloxycarbonyl (Cbz)-protected 2-methylaziridine with [F-18]-labelled fluoride. Following catalytic hydrogenation, 1-[F-18]fluoro-2-propanamine([F-18]1) and 2-[F-18]flouro-1-\propanamine([F-18]2) were prepared as the major and minor products, respectively (85:15), and were characterized following acylation with benzyl chloride, This methodology is applicable towards the generation of new [F-18]-labelled amines for incorporation into radiopharmaceuticals. (c) 2008 Elsevier Ltd. All rights reserved.