tert-butyl 2-(benzyl(hydroxy)amino)-2-(5-fluoro-1H-indol-3-yl)ethylcarbamate | 1309463-61-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: tert-butyl 2-(benzyl(hydroxy)amino)-2-(5-fluoro-1H-indol-3-yl)ethylcarbamate
• 英文别名: tert-butyl N-[2-[benzyl(hydroxy)amino]-2-(5-fluoro-1H-indol-3-yl)ethyl]carbamate
• CAS: 1309463-61-3
• 化学式: C₂₂H₂₆FN₃O₃
• 分子量: 399.465
• InChiKey: KDEASGVRUSLTNW-UHFFFAOYSA-N

物化性质

• 沸点：
  616.1±55.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  77.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(benzyl(hydroxy)amino)-2-(5-fluoro-1H-indol-3-yl)ethylcarbamate 在 manganese(IV) oxide 作用下， 以 甲苯 为溶剂， 反应 0.08h， 以66%的产率得到(Z)-N-benzylidene-2-(tert-butoxycarbonylamino)-1-(5-fluoro-1H-indol-3-yl)ethanamine N-oxide
  参考文献：
  名称：

  Synthesis and evaluation of 1-(1H-indol-3-yl)ethanamine derivatives as new antibacterial agents

  摘要：

  A collection of 3-substituted indole derivatives was prepared using nucleophilic addition of indoles to nitrones. The compounds were then tested for their antibacterial activity against almost thirty bacterial strains representative of common human pathogens. Two types of indolic molecules inhibit the growth of Staphylococcus aureus, including MRSA and VISA strains, with MIC values ranging from 8 to 16 mg/L. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.060
• 作为产物：
  描述：

  5-氟吲哚 、 tert-butyl 2-(benzyl(hydroxy)amino)-2-(1H-indol-3-yl)ethylcarbamate 在 甲醇 、 乙酰氯 作用下， 反应 2.0h， 以98%的产率得到tert-butyl 2-(benzyl(hydroxy)amino)-2-(5-fluoro-1H-indol-3-yl)ethylcarbamate
  参考文献：
  名称：

  Synthesis and evaluation of 1-(1H-indol-3-yl)ethanamine derivatives as new antibacterial agents

  摘要：

  A collection of 3-substituted indole derivatives was prepared using nucleophilic addition of indoles to nitrones. The compounds were then tested for their antibacterial activity against almost thirty bacterial strains representative of common human pathogens. Two types of indolic molecules inhibit the growth of Staphylococcus aureus, including MRSA and VISA strains, with MIC values ranging from 8 to 16 mg/L. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.03.060

文献信息

• Synthesis and evaluation of 1-(1H-indol-3-yl)ethanamine derivatives as new antibacterial agents
  作者：Olga N. Burchak、Emmanuelle Le Pihive、Laure Maigre、Xavier Guinchard、Pascale Bouhours、Claude Jolivalt、Dominique Schneider、Max Maurin、Carmela Giglione、Thierry Meinnel、Jean-Marc Paris、Jean-Noël Denis

  DOI：10.1016/j.bmc.2011.03.060

  日期：2011.5

  A collection of 3-substituted indole derivatives was prepared using nucleophilic addition of indoles to nitrones. The compounds were then tested for their antibacterial activity against almost thirty bacterial strains representative of common human pathogens. Two types of indolic molecules inhibit the growth of Staphylococcus aureus, including MRSA and VISA strains, with MIC values ranging from 8 to 16 mg/L. (C) 2011 Elsevier Ltd. All rights reserved.