(S)-5-[(S)-1-(1H-Indol-3-yl)-ethyl]-2-methylamino-oxazol-4-one

• 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: (S)-5-[(S)-1-(1H-Indol-3-yl)-ethyl]-2-methylamino-oxazol-4-one
• 英文别名: (5S)-5-[(1S)-1-(1H-indol-3-yl)ethyl]-2-methylimino-1,3-oxazolidin-4-one
• 化学式: C₁₄H₁₅N₃O₂
• 分子量: 257.292
• InChiKey: GNTVWGDQPXCYBV-UFBFGSQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  66.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-5-[(S)-1-(1H-Indol-3-yl)-ethyl]-2-methylamino-oxazol-4-one 在 硫酸 作用下， 反应 0.42h， 生成 3-Methyl-5-(1-indolyl-(3)-ethyl)-oxazolidin-dion-(2.4)
  参考文献：
  名称：

  Chemistry of Indolmycin

  摘要：

  DOI：

  10.1021/ja00904a028
• 作为产物：
  描述：

  N-carbobenzoxy-3-(l-chloroethyl)indole 以 四氢呋喃 为溶剂， 生成 (S)-5-[(S)-1-(1H-Indol-3-yl)-ethyl]-2-methylamino-oxazol-4-one
  参考文献：
  名称：

  Structure-activity dependency of new bacterial tryptophanyl tRNA synthetase inhibitors

  摘要：

  Analogues of the aminoacyl tRNA synthetase inhibitor, indolmycin, have been synthesised in which the side chain methyl group is replaced by a wide range of substituents. Their antibacterial and enzyme inhibitory potency is related to steric properties and conformational preferences. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/0960-894x(96)00237-5

文献信息

• Total synthesis of (±) indolmycin
  作者：Youe-Kong Shue

  DOI：10.1016/0040-4039(96)01434-7

  日期：1996.9

  A practical and short synthesis of a novel antibiotic, (±) indolmycin, has been accomplished. The overall process requires only 4 chemical steps by starting from gramine derivative 3 and oxazolinone 2.

  已经完成了新型抗生素（±）吲哚霉素的实用且简短的合成。整个过程仅需4个化学步骤即可从草胺衍生物3和恶唑啉酮2开始。
• Structure-activity dependency of new bacterial tryptophanyl tRNA synthetase inhibitors
  作者：David R. Witty、Graham Walker、John H. Bateson、Peter J. O'Hanlon、Robert Cassels

  DOI：10.1016/0960-894x(96)00237-5

  日期：1996.6

  Analogues of the aminoacyl tRNA synthetase inhibitor, indolmycin, have been synthesised in which the side chain methyl group is replaced by a wide range of substituents. Their antibacterial and enzyme inhibitory potency is related to steric properties and conformational preferences. Copyright (C) 1996 Elsevier Science Ltd
• <b>Chemistry of Indolmycin</b>
  作者：M. Schach. von Wittenau、Hans. Els

  DOI：10.1021/ja00904a028

  日期：1963.11