carbonic acid tert-butyl ester 1-[(4-chlorobenzylsulfamoyl)methyl]-4-(1-trityl-1H-imidazol-4-yl)butyl ester | 220377-90-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: carbonic acid tert-butyl ester 1-[(4-chlorobenzylsulfamoyl)methyl]-4-(1-trityl-1H-imidazol-4-yl)butyl ester
• 英文别名: tert-butyl (1-((((4-chlorobenzyl)amino)sulfonyl)methyl)-4-(1-(triphenylmethyl)imidazol-4-yl)butyl) carbonate；Tert-butyl [1-[(4-chlorophenyl)methylsulfamoyl]-5-(1-tritylimidazol-4-yl)pentan-2-yl] carbonate
• CAS: 220377-90-2
• 化学式: C₃₉H₄₂ClN₃O₅S
• 分子量: 700.299
• InChiKey: ATMBQKKVUWRRMB-UHFFFAOYSA-N

物化性质

• 沸点：
  798.7±70.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  49
• 可旋转键数：
  17
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  carbonic acid tert-butyl ester 1-[(4-chlorobenzylsulfamoyl)methyl]-4-(1-trityl-1H-imidazol-4-yl)butyl ester 在 caesium carbonate 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以91%的产率得到(E)-5-(1-trityl-1H-imidazol-4-yl)pent-1-ene-1-sulfonic acid 4-chlorobenzylamide
  参考文献：
  名称：

  ω-(Imidazol-4-yl)alkane-1-sulfonamides: a new series of potent histamine H3 receptor antagonists

  摘要：

  omega-(1H-imidazol-4-yl)alkane-1-sulfonamides were prepared and found to be potent histamine H-3 receptor antagonists. High receptor affinity and a low difference in the data between the bioassays were achieved with 5-(1H-imidazol-4-yl)pentane-1-sulfonic acid 4-chlorobenzylamide (16). Good in vitro profiles were also obtained for 2-hydroxysulfonamide and vinylsulfonamide analogues. This complements and completes the existing set of imidazole-based sulfonamides and sulfamides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00295-4
• 作为产物：
  描述：

  1-三苯甲基咪唑-4-甲醛 在 palladium on activated charcoal 盐酸 、 正丁基锂 、 氢气 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 丙酮 为溶剂， 反应 60.0h， 生成 carbonic acid tert-butyl ester 1-[(4-chlorobenzylsulfamoyl)methyl]-4-(1-trityl-1H-imidazol-4-yl)butyl ester
  参考文献：
  名称：

  ω-(Imidazol-4-yl)alkane-1-sulfonamides: a new series of potent histamine H3 receptor antagonists

  摘要：

  omega-(1H-imidazol-4-yl)alkane-1-sulfonamides were prepared and found to be potent histamine H-3 receptor antagonists. High receptor affinity and a low difference in the data between the bioassays were achieved with 5-(1H-imidazol-4-yl)pentane-1-sulfonic acid 4-chlorobenzylamide (16). Good in vitro profiles were also obtained for 2-hydroxysulfonamide and vinylsulfonamide analogues. This complements and completes the existing set of imidazole-based sulfonamides and sulfamides. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00295-4

文献信息

• ω-(Imidazol-4-yl)alkane-1-sulfonamides: a new series of potent histamine H3 receptor antagonists
  作者：Matthew J. Tozer、Ildiko M. Buck、Tracey Cooke、S.Barret Kalindjian、Michael J. Pether、Katherine I.M. Steel

  DOI：10.1016/s0968-0896(01)00295-4

  日期：2002.2

  omega-(1H-imidazol-4-yl)alkane-1-sulfonamides were prepared and found to be potent histamine H-3 receptor antagonists. High receptor affinity and a low difference in the data between the bioassays were achieved with 5-(1H-imidazol-4-yl)pentane-1-sulfonic acid 4-chlorobenzylamide (16). Good in vitro profiles were also obtained for 2-hydroxysulfonamide and vinylsulfonamide analogues. This complements and completes the existing set of imidazole-based sulfonamides and sulfamides. (C) 2001 Elsevier Science Ltd. All rights reserved.