3-(4-(4-(acetylamino)benzenesulfonyl)piperazinyl)-1-bromopropane | 1358560-42-5

• 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: 3-(4-(4-(acetylamino)benzenesulfonyl)piperazinyl)-1-bromopropane
• CAS: 1358560-42-5
• 化学式: C₁₅H₂₂BrN₃O₃S
• 分子量: 404.328
• InChiKey: FPKWSOQVSFMPAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  3-(4-(4-(acetylamino)benzenesulfonyl)piperazinyl)-1-bromopropane 在 sodium methylate 作用下， 以 乙酸乙酯 为溶剂， 反应 10.0h， 生成 N-[4-[4-[3-(5,7-diphenyl-3,6-dihydro-2H-1,4-diazepin-6-yl)propyl]piperazin-1-yl]sulfonylphenyl]acetamide
  参考文献：
  名称：

  Synthesis and biological activity of novel 1H-1,4-diazepines containing benzene sulfonyl piperazine moiety

  摘要：

  The synthesis of biologically active 1H-1,4-diazepines 6a-e in good yield, from the heterocyclization reaction of [N (4)-(4-acetylamino) benzene sulfonyl) piperazinyl-N (1)-propyl]-1,3-dialkyl/aryl propane-1,3-dione 5a-e and ethylenediamine (EDA) in the presence of silica sulphuric acid (SSA) is described. The novel beta-diketones/beta-ketoesters 5a-e were synthesized by the condensation reaction of [N (4)-(4-acetylamino) benzene sulfonyl) piperazinyl-N (1)-1-bromopropane with various beta-diketones/beta-ketoesters 4a-e. All structures of the newly synthesized compounds were elucidated by elemental analysis and spectral studies. The compounds 6a-e have been screened for antimicrobial, antifungal and anthelmintic activity.

  DOI：

  10.1007/s00044-010-9430-2
• 作为产物：
  描述：

  对乙酰胺基苯磺酰氯 在 吡啶 、 乙酸酐 作用下， 以 乙醇 为溶剂， 生成 3-(4-(4-(acetylamino)benzenesulfonyl)piperazinyl)-1-bromopropane
  参考文献：
  名称：

  Synthesis and biological activity of novel 1H-1,4-diazepines containing benzene sulfonyl piperazine moiety

  摘要：

  The synthesis of biologically active 1H-1,4-diazepines 6a-e in good yield, from the heterocyclization reaction of [N (4)-(4-acetylamino) benzene sulfonyl) piperazinyl-N (1)-propyl]-1,3-dialkyl/aryl propane-1,3-dione 5a-e and ethylenediamine (EDA) in the presence of silica sulphuric acid (SSA) is described. The novel beta-diketones/beta-ketoesters 5a-e were synthesized by the condensation reaction of [N (4)-(4-acetylamino) benzene sulfonyl) piperazinyl-N (1)-1-bromopropane with various beta-diketones/beta-ketoesters 4a-e. All structures of the newly synthesized compounds were elucidated by elemental analysis and spectral studies. The compounds 6a-e have been screened for antimicrobial, antifungal and anthelmintic activity.

  DOI：

  10.1007/s00044-010-9430-2

文献信息

• Evaluation of COMU as a coupling reagent for in situ neutralization Boc solid phase peptide synthesis
  作者：Claudia U. Hjørringgaard、Andreas Brust、Paul F. Alewood

  DOI：10.1002/psc.1438

  日期：2012.3

  Benzotriazole‐based coupling reagents have dominated the last two decades of solid phase peptide synthesis. However, a growing interest in synthesizing complex peptides has stimulated the search for more efficient and low‐cost coupling reagents, such as COMU which has been introduced as a nonexplosive alternative to the classic benzotriazole coupling reagents. Here, we present a comparative study of

  最近二十年来，基于苯并三唑的偶联剂主导了固相肽合成。但是，对合成复杂肽的兴趣日益增长，促使人们寻求更高效，成本更低的偶联剂，例如COMU，它已作为经典的苯并三唑偶联剂的非爆炸性替代品引入。在这里，我们对原位中和Boc-SPPS中COMU与基于苯并三唑的HBTU和HCTU的偶联效率进行了比较研究。困难的序列，例如ACP（65-74），Jung-Redeman 10-mer和HIV-1 PR（81-99），被用作聚苯乙烯基树脂和聚乙二醇基树脂的模型靶肽。使用快速原位耦合获得的产量Boc-SPPS周期通过茚三酮定量测试以及粗裂解产物的LC-MS分析确定。我们的结果表明，当使用聚苯乙烯基树脂时，与HBTU和HCTU≥HBTU> COMU的HCTU相比，COMU的耦合效率更低。但是，当将PEG树脂与安全捕捉酰胺（SCAL）接头结合使用时，对于三种具有相同等级HCTU≥HBTU> COMU的偶联剂，观