3-isopropoxycarbonyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl | 1219594-30-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3-isopropoxycarbonyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl
• CAS: 1219594-30-5
• 化学式: C₁₂H₂₂NO₃
• 分子量: 228.312
• InChiKey: CUUQIPQSQAUMGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  30.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,2,5,5-tetramethylpyrrolidine-3-carboxylic acid isopropyl ester 在 sodium tungstate 、 双氧水 、 碳酸氢钠 作用下， 以 甲醇 、 水 为溶剂， 生成 3-isopropoxycarbonyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl
  参考文献：
  名称：

  Facile Synthesis of 3-Methoxycarbonyl-2,2,5,5-tetra-methylpyrrolidine-1-oxyl and Derivatives

  摘要：

  We have achieved an efficient alternative synthesis of blood-brain-barrier permeable nitroxyl radicals 3-methoxycarbonyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl (1a) and 3-ethoxycarbonyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl (1b), which affords la and 1b in 65% isolated yields by four steps from 2,2,6.6-tetramethyl-4-piperidone (2), respectively. This protocol is applicable to the synthesis of 3-isopropoxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl (1c) and 3-carbonyl-2,2,5,5-tetramethylpyrro-lidine-1-oxyl (6).

  DOI：

  10.3987/com-09-11861

文献信息

• Facile Synthesis of 3-Methoxycarbonyl-2,2,5,5-tetra-methylpyrrolidine-1-oxyl and Derivatives
  作者：Bunpei Hatano、Hiroki Araya、Yutaka Yoshimura、Haruna Sato、Tomohiro Ito、Tateaki Ogata、Tatsuro Kijima

  DOI：10.3987/com-09-11861

  日期：——

  We have achieved an efficient alternative synthesis of blood-brain-barrier permeable nitroxyl radicals 3-methoxycarbonyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl (1a) and 3-ethoxycarbonyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl (1b), which affords la and 1b in 65% isolated yields by four steps from 2,2,6.6-tetramethyl-4-piperidone (2), respectively. This protocol is applicable to the synthesis of 3-isopropoxy-2,2,5,5-tetramethylpyrrolidine-1-oxyl (1c) and 3-carbonyl-2,2,5,5-tetramethylpyrro-lidine-1-oxyl (6).