5-(benzyl-methyl-amino)-2,2-difluoro-3-hydroxy-3-phenylpentanoic acid ethyl ester | 651321-23-2

• 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: 5-(benzyl-methyl-amino)-2,2-difluoro-3-hydroxy-3-phenylpentanoic acid ethyl ester
• CAS: 651321-23-2
• 化学式: C₂₁H₂₅F₂NO₃
• 分子量: 377.431
• InChiKey: VIWMXYBXJLEFRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  49.77
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(benzyl-methyl-amino)-2,2-difluoro-3-hydroxy-3-phenylpentanoic acid ethyl ester 在 palladium dihydroxide 吡啶 、 sodium tetrahydroborate 、 氢气 、 三氟乙酸 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 50.0h， 生成 3,3-difluoro-1-methyl-4-phenyl1,2,3,6-tetrahydro-pyridine hydrochloride
  参考文献：
  名称：

  Synthesis and in vitro biological evaluation of fluoro-substituted-4-phenyl-1,2,3,6-tetrahydropyridines as monoamine oxidase B substrates

  摘要：

  The substrate properties of three beta-fluoro-4-phenyl-1,2,3,6-tetrahydropyridines related to the proneurotoxin 1-methyl-4phenyl-1,2,3,6-tetrahydropyridine have been examined in an effort to evaluate the contribution of electronic parameters to the MAO-B catalyzed allylic-alpha-carbon oxidation of the tetrahydropyridinyl system. The design, synthesis, and biological evaluation of these analogues are presented and correlations to amine ionization potentials versus substrate activity are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.002
• 作为产物：
  描述：

  二氟溴乙酸乙酯 、 3-(benzyl(methyl)amino)-1-phenylpropan-1-one 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 生成 5-(benzyl-methyl-amino)-2,2-difluoro-3-hydroxy-3-phenylpentanoic acid ethyl ester
  参考文献：
  名称：

  Synthesis and in vitro biological evaluation of fluoro-substituted-4-phenyl-1,2,3,6-tetrahydropyridines as monoamine oxidase B substrates

  摘要：

  The substrate properties of three beta-fluoro-4-phenyl-1,2,3,6-tetrahydropyridines related to the proneurotoxin 1-methyl-4phenyl-1,2,3,6-tetrahydropyridine have been examined in an effort to evaluate the contribution of electronic parameters to the MAO-B catalyzed allylic-alpha-carbon oxidation of the tetrahydropyridinyl system. The design, synthesis, and biological evaluation of these analogues are presented and correlations to amine ionization potentials versus substrate activity are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2003.08.002