tert-butyl 2-(benzyl(hydroxy)amino)-2-(1H-indol-3-yl)ethylcarbamate | 200347-72-4

• 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 2-(benzyl(hydroxy)amino)-2-(1H-indol-3-yl)ethylcarbamate
• 英文别名: N-benzyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethanimine oxide
• CAS: 200347-72-4；263386-38-5
• 化学式: C₁₄H₂₀N₂O₃
• 分子量: 264.324
• InChiKey: ITEOGXULVKJUGM-UHFFFAOYSA-N

物化性质

• 沸点：
  485.0±34.0 °C(Predicted)
• 密度：
  1.089±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  67.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(benzyl(hydroxy)amino)-2-(1H-indol-3-yl)ethylcarbamate 在 甲醇 、 manganese(IV) oxide 、 盐酸羟胺 、 乙酰氯 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 3.08h， 生成 tert-butyl 2-(5-fluoro-1H-indol-3-yl)-2-(hydroxyamino)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

• [EN] BIS-INDOLIC DERIVATIVES, THEIR USES IN PARTICULAR AS ANTIBACTERIALS<br/>[FR] DÉRIVÉS BIS-INDOLIQUES, LEURS UTILISATIONS EN PARTICULIER EN TANT QU'ANTIBACTÉRIENS
  申请人：UNIV JOSEPH FOURIER

  公开号：WO2013014104A1

  公开（公告）日：2013-01-31

  The present invention relates to novel bis-indolic derivatives, processes for their preparation, and their potential use as new antibacterial drugs.

  本发明涉及新型双吲哚衍生物，其制备方法以及作为新型抗菌药物的潜在用途。
• [EN] BIS-INDOLIC DERIVATIVES, A PROCESS FOR PREPARING THE SAME AND THEIR USES AS A DRUG<br/>[FR] DÉRIVÉS BIS-INDOLIQUES, PROCÉDÉ POUR PRÉPARER CEUX-CI ET LEURS UTILISATIONS EN TANT QUE MÉDICAMENT
  申请人：UNIV JOSEPH FOURIER

  公开号：WO2013014102A1

  公开（公告）日：2013-01-31

  The present invention relates to novel bis-indolic derivatives, processes for their preparation, and their potential use as new antibacterial drugs.

  本发明涉及新型双吲哚衍生物、其制备方法以及它们作为新型抗菌药物的潜在用途。
• Efficient stereoselective nucleophilic addition of pyrroles to chiral nitrones
  作者：Christophe Berini、Frédéric Minassian、Nadia Pelloux-Léon、Jean-Noël Denis、Yannick Vallée、Christian Philouze

  DOI：10.1039/b802997k

  日期：——

  Regioselective additions of pyrroles to a variety of optically active nitrones under smooth acidic conditions lead to chiral pyrrolic N-hydroxylamines in good to excellent yields. Depending on the position of the chirality on the nitrone partner, the addition products have been isolated with high diastereoselectivity levels. Reaction of glyoxylate based chiral nitrones either at the C-2 or at the C-3

  在光滑的酸性条件下，将吡咯区域选择性地加成到多种旋光性硝酮中，可得到手性吡咯N-羟基胺，收率好至极好。根据手性在硝酮伴侣上的位置，已分离出具有高非对映选择性的加成产物。基于乙醛酸酯的手性硝酮在吡咯核的C-2或C-3位置的反应以单个非对映异构体的高收率提供了N-羟基氨基酯。这些加合物允许获得对映体富集的非蛋白原性2'-和3'-吡咯基甘氨酸（分别为13和19）。
• NOVEL BIS-INDOLIC DERIVATIVES, A PROCESS FOR PREPARING THE SAME AND THEIR USES AS A DRUG
  申请人：Université Joseph Fourier

  公开号：EP2548864B1

  公开（公告）日：2014-02-19
• Novel bis-indolic derivatives, their uses in particular as antibacterials
  申请人：Université Joseph Fourier

  公开号：EP2548865B1

  公开（公告）日：2014-03-05