tert-butyl 4-(3-((3-chloro-5-(N-(naphthalen-1-ylmethyl)sulfamoyl)thiophen-2-yl)oxy)phenyl)piperazine-1-carboxylate | 1261576-80-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(3-((3-chloro-5-(N-(naphthalen-1-ylmethyl)sulfamoyl)thiophen-2-yl)oxy)phenyl)piperazine-1-carboxylate
• CAS: 1261576-80-0
• 化学式: C₃₀H₃₂ClN₃O₅S₂
• 分子量: 614.186
• InChiKey: ZNYSZTQAWBXHPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.88
• 重原子数：
  41.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  88.18
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  1-(3-羟基苯基)-哌嗪-4-羧酸叔丁酯 、 4,5-dichloro-N-(naphthalen-1-ylmethyl)thiophene-2-sulfonamide 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以6%的产率得到tert-butyl 4-(3-((3-chloro-5-(N-(naphthalen-1-ylmethyl)sulfamoyl)thiophen-2-yl)oxy)phenyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Microwave-assisted synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1-yl)phenoxy)thiophene-2-sulfonamide (B-355252): a new potentiator of nerve growth factor (NGF)-induced neurite outgrowth

  摘要：

  The synthesis of 4-chloro-N-(naphthalen-1-ylmethyl)-5-(3-(piperazin-1 -y1)phenoxy)thiophene-2-sulfonamide (B-355252) using an MW-assisted nucleophilic aromatic substitution (SNAr) reaction will be discussed. Utilization of this method allowed for the rapid generation of B-355252 heteroaryl ether core structure in the presence of cesium carbonate in dimethylformamide or tripotassium phosphate in N-methyl-2-pyrrolidone in 94% yield. Evaluation of B-355252 enhancement of nerve growth factor's ability to stimulate neurite outgrowths was determined using NS-1 cells. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.09.028