3-oxyl-2-(N-phthalimidomethyl)-2,4,4-trimethyl-1,3-oxazolidine | 663610-74-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3-oxyl-2-(N-phthalimidomethyl)-2,4,4-trimethyl-1,3-oxazolidine
• CAS: 663610-74-0
• 化学式: C₁₅H₁₇N₂O₄
• 分子量: 289.311
• InChiKey: XLNXBUIZMHYJSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-oxyl-2-(N-phthalimidomethyl)-2,4,4-trimethyl-1,3-oxazolidine 在 sodium hydroxide 、 甲胺 作用下， 以 乙醚 、 水 为溶剂， 反应 1.0h， 生成 2-(N-ethoxycarbonylaminomethyl)-3-oxyl-2,4,4-trimethyl-1,3-oxazolidine
  参考文献：
  名称：

  Synthesis of novel DOXYL labelling reagents with electrophilic groups

  摘要：

  The oxalic acid salt of 2-aminomethyl-3-oxyl-2,4,4-trimethyl-1,3-oxazolidine has been synthesised from 1-chloroacetone. Being water soluble, the salt is a promising candidate for varied applications. It has been functionalised with electrophilic groups generating novel spin labelling reagents. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.089
• 作为产物：
  描述：

  N-丙酮基邻苯二甲酰亚胺 在 对甲苯磺酸 、 间氯过氧苯甲酸 作用下， 以 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 27.0h， 生成 3-oxyl-2-(N-phthalimidomethyl)-2,4,4-trimethyl-1,3-oxazolidine
  参考文献：
  名称：

  Synthesis of novel DOXYL labelling reagents with electrophilic groups

  摘要：

  The oxalic acid salt of 2-aminomethyl-3-oxyl-2,4,4-trimethyl-1,3-oxazolidine has been synthesised from 1-chloroacetone. Being water soluble, the salt is a promising candidate for varied applications. It has been functionalised with electrophilic groups generating novel spin labelling reagents. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.10.089

文献信息

• Synthesis of novel amphiphilic spin probes with the paramagnetic doxyl group in the polar region
  作者：Stane Pajk、Slavko Pečar

  DOI：10.1016/j.tet.2008.11.016

  日期：2009.1

  The use of ESR and specially designed spin probes has led to major breakthroughs in understanding the complexity of biological membranes. Research has been focused mainly on molecular events within the lipid bilayer, and few probes have been designed for studying events in the extracellular space near the membrane surface. We have prepared a series of amphiphilic spin probes in which an ethylene glycol

  ESR和专门设计的旋转探针的使用在理解生物膜的复杂性方面带来了重大突破。研究主要集中在脂质双层内的分子事件，很少设计用于研究膜表面附近细胞外空间事件的探针。我们准备了一系列两亲性自旋探针，其中在疏水性锚和二甲苯基之间引入了乙二醇型亲水性间隔基，将二甲苯基置于细胞外空间中的膜上方。此外，包含氮氧化物基团的不成对电子的2pπ轨道将垂直于膜表面定向，从而使其在细胞寿命不同情况下对膜表面附近的结构和动力学性质的ESR研究更有用。
• Synthesis of novel DOXYL labelling reagents with electrophilic groups
  作者：Jitendra R. Harjani、Susheel J. Nara、Prashant U. Naik、Manikrao M. Salunkhe

  DOI：10.1016/j.tetlet.2003.10.089

  日期：2004.1

  The oxalic acid salt of 2-aminomethyl-3-oxyl-2,4,4-trimethyl-1,3-oxazolidine has been synthesised from 1-chloroacetone. Being water soluble, the salt is a promising candidate for varied applications. It has been functionalised with electrophilic groups generating novel spin labelling reagents. (C) 2003 Elsevier Ltd. All rights reserved.