tert-butyl N-[3-[(3,4-dimethoxybenzoyl)amino]propyl]-N-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]carbamate | 1450918-60-1

• 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: tert-butyl N-[3-[(3,4-dimethoxybenzoyl)amino]propyl]-N-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]carbamate
• CAS: 1450918-60-1
• 化学式: C₂₆H₄₃N₃O₇
• 分子量: 509.643
• InChiKey: QBHBLOHWOWCUPP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  36
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  115
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[3-[(3,4-dimethoxybenzoyl)amino]propyl]-N-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]carbamate 、 三氟乙酸 在 三溴化硼-二甲基硫醚 三溴甲基硫化硼 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 以26%的产率得到
  参考文献：
  名称：

  The discovery, synthesis and antimalarial evaluation of natural product-based polyamine alkaloids

  摘要：

  Bioassay-guided fractionation of an antimalarial extract derived from the fungus Ramaria subaurantiaca afforded the known polyamine alkaloid, pistillarin. Nine pistillarin analogues were synthesised via EDC-mediated chemistry and these compounds along with the previously reported natural product polyamines, ianthelliformisamines A-C and spermatinamine, were evaluated against Plasmodium falciparum (3D7) parasites and a normal human cell line to determine parasite-specific activity. Spermatinamine (IC50 0.23 mu M) and pistillarin (IC50 1.9 mu M) were the two most potent antimalarials identified during these studies. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.058
• 作为产物：
  描述：

  N1,N5-双-Boc-亚精胺 、 藜芦酸 在 1,2-二氯乙烷 作用下， 以 乙腈 为溶剂， 反应 1.0h， 以30%的产率得到tert-butyl N-[3-[(3,4-dimethoxybenzoyl)amino]propyl]-N-[4-[(2-methylpropan-2-yl)oxycarbonylamino]butyl]carbamate
  参考文献：
  名称：

  The discovery, synthesis and antimalarial evaluation of natural product-based polyamine alkaloids

  摘要：

  Bioassay-guided fractionation of an antimalarial extract derived from the fungus Ramaria subaurantiaca afforded the known polyamine alkaloid, pistillarin. Nine pistillarin analogues were synthesised via EDC-mediated chemistry and these compounds along with the previously reported natural product polyamines, ianthelliformisamines A-C and spermatinamine, were evaluated against Plasmodium falciparum (3D7) parasites and a normal human cell line to determine parasite-specific activity. Spermatinamine (IC50 0.23 mu M) and pistillarin (IC50 1.9 mu M) were the two most potent antimalarials identified during these studies. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.058