tert-butyl (S)-(3-(4-((2,6-dichlorobenzyl)oxy)phenyl)-1-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)-1-oxopropan-2-yl)carbamate | 1270202-33-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (S)-(3-(4-((2,6-dichlorobenzyl)oxy)phenyl)-1-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)-1-oxopropan-2-yl)carbamate
• CAS: 1270202-33-9
• 化学式: C₃₃H₃₄Cl₂FN₃O₅
• 分子量: 642.554
• InChiKey: MRCIICOQTMFMLC-NDEPHWFRSA-N

物化性质

• 沸点：
  790.5±60.0 °C(Predicted)
• 密度：
  1.315±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.69
• 重原子数：
  44.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  93.9
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (S)-(3-(4-((2,6-dichlorobenzyl)oxy)phenyl)-1-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)-1-oxopropan-2-yl)carbamate 在 N-甲基吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 8.75h， 生成 (S)-1-(2-bromophenyl)-3-(3-(4-((2,6-dichlorobenzyl)oxy)phenyl)-1-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)-1-oxopropan-2-yl)thiourea
  参考文献：
  名称：

  Design and synthesis of amino acids-conjugated heterocycle derived ureas/thioureas as potent inhibitors of protein glycation

  摘要：

  DOI：

  10.1134/s1068162014040128
• 作为产物：
  描述：

  丁氧羰基-O-2,6-二氯苄基-L-酪氨酸 、 6-氟-3-哌啶-4-基-1,2-苯并异唑盐酸盐 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以90.9%的产率得到tert-butyl (S)-(3-(4-((2,6-dichlorobenzyl)oxy)phenyl)-1-(4-(6-fluorobenzo[d]isoxazol-3-yl)piperidin-1-yl)-1-oxopropan-2-yl)carbamate
  参考文献：
  名称：

  Synthesis of elastin based peptides conjugated to benzisoxazole as a new class of potent antimicrobials – A novel approach to enhance biocompatibility

  摘要：

  The peptides of elastin sequences chosen for the present study included tetrapeptides, pentapeptides and tricosapeptides (30 amino acids), synthesized by classical solution phase method and conjugated to [3-(4-piperidyl)-6-fluoro-1,2-benzisoxazole]. The structures of the compounds were confirmed by physical and spectroscopic techniques followed by the antimicrobial evaluation by both agar well diffusion and microdilution methods. Here we wish to report the effect of conjugation of these moieties which enabled us to identify a novel set of peptides conjugated to heterocycle which have exhibited more potent antimicrobial activity than the conventional drugs used. Further, conjugates of tricosamers 34 and 35 were able to inhibit the growth of fungal species at 3-5 mu g/mL which is nearly 5 fold more potent than the reference drug. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.12.005