2-(2-fluoro-5-benzyloxyphenyl)-ethylamine | 459215-57-7

• 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: 2-(2-fluoro-5-benzyloxyphenyl)-ethylamine
• 英文别名: 2-(2-Fluoro-5-phenylmethoxyphenyl)ethanamine
• CAS: 459215-57-7
• 化学式: C₁₅H₁₆FNO
• 分子量: 245.297
• InChiKey: IDVFKMKKBCEDME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-fluoro-5-benzyloxyphenyl)-ethylamine 在 palladium on activated charcoal 氢气 、 sodium hydride 、 三乙胺 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.17h， 生成 [2-(2-Fluoro-5-sulfooxy-phenyl)-ethyl]-carbamic acid benzyl ester
  参考文献：
  名称：

  Syntheses of 6-fluoro-meta-tyrosine and of its metabolites

  摘要：

  6-Fluoro-meta-tyrosine (1) was prepared from 2-fluoro-5-hydroxybenzaldehyde (6) based on an Erlenmeyer-Plochl azlactone strategy. Products of expected metabolism of the amino acid, including 6-fluoro-meta-tyramine (2) and its O-sulfate conjugate (3), (2-fluoro-5-hydrxoyphenyl)acetic acid (4), and 6-fluoro-meta-octopamine (5) also were prepared from 1. The use of a recently reported ultrasound-catalyzed Henry reaction facilitated the preparation of the tyramine derivative 2. The compounds synthesized are available for high performance liquid chromatography (HPLC) standards in positron emission tomography (PET) studies employing 6-[F-18]fluoro-meta-tyrosine and as reference samples for metabolic studies of the amino acid. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00013-1
• 作为产物：
  描述：

  2-氟-5-羟基苯甲醛 在 sodium tetrahydroborate 、 磺酰氯 、 硼烷 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 9.0h， 生成 2-(2-fluoro-5-benzyloxyphenyl)-ethylamine
  参考文献：
  名称：

  Syntheses of 6-fluoro-meta-tyrosine and of its metabolites

  摘要：

  6-Fluoro-meta-tyrosine (1) was prepared from 2-fluoro-5-hydroxybenzaldehyde (6) based on an Erlenmeyer-Plochl azlactone strategy. Products of expected metabolism of the amino acid, including 6-fluoro-meta-tyramine (2) and its O-sulfate conjugate (3), (2-fluoro-5-hydrxoyphenyl)acetic acid (4), and 6-fluoro-meta-octopamine (5) also were prepared from 1. The use of a recently reported ultrasound-catalyzed Henry reaction facilitated the preparation of the tyramine derivative 2. The compounds synthesized are available for high performance liquid chromatography (HPLC) standards in positron emission tomography (PET) studies employing 6-[F-18]fluoro-meta-tyrosine and as reference samples for metabolic studies of the amino acid. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-1139(02)00013-1

文献信息

• Syntheses of 6-fluoro-meta-tyrosine and of its metabolites
  作者：Jamie T Konkel、Junfa Fan、B Jayachandran、Kenneth L Kirk

  DOI：10.1016/s0022-1139(02)00013-1

  日期：2002.5

  6-Fluoro-meta-tyrosine (1) was prepared from 2-fluoro-5-hydroxybenzaldehyde (6) based on an Erlenmeyer-Plochl azlactone strategy. Products of expected metabolism of the amino acid, including 6-fluoro-meta-tyramine (2) and its O-sulfate conjugate (3), (2-fluoro-5-hydrxoyphenyl)acetic acid (4), and 6-fluoro-meta-octopamine (5) also were prepared from 1. The use of a recently reported ultrasound-catalyzed Henry reaction facilitated the preparation of the tyramine derivative 2. The compounds synthesized are available for high performance liquid chromatography (HPLC) standards in positron emission tomography (PET) studies employing 6-[F-18]fluoro-meta-tyrosine and as reference samples for metabolic studies of the amino acid. (C) 2002 Elsevier Science B.V. All rights reserved.