{2-[Bis-(3-methyl-benzyl)-amino]-ethyl}-{3-[N,N-bis-(3-methyl-benzyl)-aminooxy]-propyl}-carbamic acid tert-butyl ester | 203177-67-7

• 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: {2-[Bis-(3-methyl-benzyl)-amino]-ethyl}-{3-[N,N-bis-(3-methyl-benzyl)-aminooxy]-propyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[2-[bis[(3-methylphenyl)methyl]amino]ethyl]-N-[3-[bis[(3-methylphenyl)methyl]amino]oxypropyl]carbamate
• CAS: 203177-67-7
• 化学式: C₄₂H₅₅N₃O₃
• 分子量: 649.917
• InChiKey: ICDDWNZNURNARS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  48
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {2-[Bis-(3-methyl-benzyl)-amino]-ethyl}-{3-[N,N-bis-(3-methyl-benzyl)-aminooxy]-propyl}-carbamic acid tert-butyl ester 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以84.3%的产率得到O-(3-{2-[Bis-(3-methyl-benzyl)-amino]-ethylamino}-propyl)-N,N-bis-(3-methyl-benzyl)-hydroxylamine
  参考文献：
  名称：

  Solution-Phase Synthesis of Novel Linear Oxyamine Combinatorial Libraries with Antibacterial Activity

  摘要：

  Use of solution phase combinatorial library synthesis led to the discovery of several oxyamine-containing antibacterial compounds. Solution-phase simultaneous addition of meta-substituted benzyl bromides and "fix-last" combinatorial strategies were used to prepare libraries. Additional structure-activity relationship studies were conducted by reductive cleavage of the oxyamine moiety and led to loss of antibacterial activity. Several single compounds were designed and synthesized on the basis of library screening results and were shown to have antibacterial activity.

  DOI：

  10.1021/jo971655u
• 作为产物：
  描述：

  2-[2-[Benzyl(3-hydroxypropyl)amino]ethyl]isoindole-1,3-dione 在 palladium on activated charcoal 氢气 、 potassium carbonate 、 sodium 3-mercaptopropanesulfonate 、 三乙胺 、 N,N-二异丙基乙胺 、 三苯基膦 、 肼 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 25.0~45.0 ℃ 、379.21 kPa 条件下， 反应 36.0h， 生成 {2-[Bis-(3-methyl-benzyl)-amino]-ethyl}-{3-[N,N-bis-(3-methyl-benzyl)-aminooxy]-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Solution-Phase Synthesis of Novel Linear Oxyamine Combinatorial Libraries with Antibacterial Activity

  摘要：

  Use of solution phase combinatorial library synthesis led to the discovery of several oxyamine-containing antibacterial compounds. Solution-phase simultaneous addition of meta-substituted benzyl bromides and "fix-last" combinatorial strategies were used to prepare libraries. Additional structure-activity relationship studies were conducted by reductive cleavage of the oxyamine moiety and led to loss of antibacterial activity. Several single compounds were designed and synthesized on the basis of library screening results and were shown to have antibacterial activity.

  DOI：

  10.1021/jo971655u

文献信息

• Solution-Phase Synthesis of Novel Linear Oxyamine Combinatorial Libraries with Antibacterial Activity
  作者：Pei-Pei Kung、Ramesh Bharadwaj、Allister S. Fraser、Daniel R. Cook、Andrew M. Kawasaki、P. Dan Cook

  DOI：10.1021/jo971655u

  日期：1998.3.1

  Use of solution phase combinatorial library synthesis led to the discovery of several oxyamine-containing antibacterial compounds. Solution-phase simultaneous addition of meta-substituted benzyl bromides and "fix-last" combinatorial strategies were used to prepare libraries. Additional structure-activity relationship studies were conducted by reductive cleavage of the oxyamine moiety and led to loss of antibacterial activity. Several single compounds were designed and synthesized on the basis of library screening results and were shown to have antibacterial activity.