1-苄基-4-(3,4-二氟苯基)哌嗪 | 646518-38-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-苄基-4-(3,4-二氟苯基)哌嗪
• 英文名称: 1-benzyl-4-(3,4-difluorophenyl)-piperazine
• 英文别名: 1-Benzyl-4-(3,4-difluorophenyl)piperazine；1-benzyl-4-(3,4-difluorophenyl)piperazine
• CAS: 646518-38-9
• 化学式: C₁₇H₁₈F₂N₂
• 分子量: 288.34
• InChiKey: XZNCPWVEOJHTPB-UHFFFAOYSA-N

物化性质

• 沸点：
  400.9±45.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-苄基-4-(3,4-二氟苯基)哌嗪 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 反应 64.5h， 以99%的产率得到1-(3,4-二氟苯基)哌嗪
  参考文献：
  名称：

  The development of a practical synthesis of the potent and selective somatostatin sst3 receptor antagonist [4-(3,4-difluoro-phenyl)-piperazine-1-yl]-{(4S,4aS,8aR)-2[(S)-3-(6-methoxy-pyridin-3-yl)-2-methyl-propyl]-decahydroisoquinoline-4-yl}-methanone (NVP-ACQ090)

  摘要：

  The decahydroisoquinoline derivative NVP-ACQ090 is a potent and selective antagonist at the somatostatin sst(3) receptor. The original research synthesis of NVP-ACQ090 comprises a main chain of nine linear steps and two side chains of three and steps. respectively. This synthesis is highly convergent, but very complex and expensive, and involves several reagents that are not acceptable for a large scale synthesis. In chemical development. all the unacceptables could be replaced, and the overall efficiency of the synthesis was much improved. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.07.024
• 作为产物：
  描述：

  1-苄基哌嗪 、 3,4-二氟溴苯 在 {Pd₂dba2*CHCl₃} 、 (R)-2,2'-bis(diphenylphosphanyl)-1,1'-binaphthyl 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 2.5h， 以99%的产率得到1-苄基-4-(3,4-二氟苯基)哌嗪
  参考文献：
  名称：

  The development of a practical synthesis of the potent and selective somatostatin sst3 receptor antagonist [4-(3,4-difluoro-phenyl)-piperazine-1-yl]-{(4S,4aS,8aR)-2[(S)-3-(6-methoxy-pyridin-3-yl)-2-methyl-propyl]-decahydroisoquinoline-4-yl}-methanone (NVP-ACQ090)

  摘要：

  The decahydroisoquinoline derivative NVP-ACQ090 is a potent and selective antagonist at the somatostatin sst(3) receptor. The original research synthesis of NVP-ACQ090 comprises a main chain of nine linear steps and two side chains of three and steps. respectively. This synthesis is highly convergent, but very complex and expensive, and involves several reagents that are not acceptable for a large scale synthesis. In chemical development. all the unacceptables could be replaced, and the overall efficiency of the synthesis was much improved. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2003.07.024

文献信息

• The development of a practical synthesis of the potent and selective somatostatin sst3 receptor antagonist [4-(3,4-difluoro-phenyl)-piperazine-1-yl]-{(4S,4aS,8aR)-2[(S)-3-(6-methoxy-pyridin-3-yl)-2-methyl-propyl]-decahydroisoquinoline-4-yl}-methanone (NVP-ACQ090)
  作者：Markus Bänziger、Jacques Cercus、Hans Hirt、Kurt Laumen、Christophe Malan、Felix Spindler、Fritz Struber、Thomas Troxler

  DOI：10.1016/j.tetasy.2003.07.024

  日期：2003.11

  The decahydroisoquinoline derivative NVP-ACQ090 is a potent and selective antagonist at the somatostatin sst(3) receptor. The original research synthesis of NVP-ACQ090 comprises a main chain of nine linear steps and two side chains of three and steps. respectively. This synthesis is highly convergent, but very complex and expensive, and involves several reagents that are not acceptable for a large scale synthesis. In chemical development. all the unacceptables could be replaced, and the overall efficiency of the synthesis was much improved. (C) 2003 Elsevier Ltd. All rights reserved.