N-benzoyl-3-(2-fluoro-5-hydroxyphenyl)-alanine methyl ester | 459215-41-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-benzoyl-3-(2-fluoro-5-hydroxyphenyl)-alanine methyl ester
• CAS: 459215-41-9
• 化学式: C₁₇H₁₆FNO₄
• 分子量: 317.317
• InChiKey: IDEIVBUXPXUJIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  75.63
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-benzoyl-3-(2-fluoro-5-hydroxyphenyl)-alanine methyl ester 在 盐酸 作用下， 反应 24.0h， 以40%的产率得到3-(2-fluoro-5-hydroxyphenyl)-alanine
  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 palladium on activated charcoal 氢气 、 sodium acetate 、 乙酸酐 作用下， 以 甲醇 为溶剂， 80.0 ℃ 、275.79 kPa 条件下， 反应 22.0h， 生成 N-benzoyl-3-(2-fluoro-5-hydroxyphenyl)-alanine methyl 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