1,1-dimethyl-3-oxo-octahydro-isoindole-2-carboxylic acid tert-butyl ester

• 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: 1,1-dimethyl-3-oxo-octahydro-isoindole-2-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (3aR,7aR)-1,1-dimethyl-3-oxo-3a,4,5,6,7,7a-hexahydroisoindole-2-carboxylate
• 化学式: C₁₅H₂₅NO₃
• 分子量: 267.368
• InChiKey: FCYKJJWCMDCOEL-GHMZBOCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1-dimethyl-3-oxo-octahydro-isoindole-2-carboxylic acid tert-butyl ester 在 三乙基硼氢化锂 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 3-hydroxy-1,1-dimethyloctahydro-isoindole-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and Characterization of Novel Bi- and Tricyclic α-Amino Acids

  摘要：

  As part of a medicinal chemistry collaboration, a number of novel bi- and tricyclic alpha-amino acids were prepared through various routes and characterized by H-1 nuclear Overhauser effect difference experiments. The syntheses provide a number of routes to access some highly substituted amino acid derivatives that have not been reported previously. It is envisaged that the chemistry described here could be applied to the synthesis of other unique substrates.

  DOI：

  10.1080/00397911.2010.515354
• 作为产物：
  描述：

  1-环己烯基-1-甲酸甲酯 在 4-二甲氨基吡啶 、 四丁基氟化铵 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 20.0~80.0 ℃ 、413.7 kPa 条件下， 反应 192.0h， 生成 1,1-dimethyl-3-oxo-octahydro-isoindole-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and Characterization of Novel Bi- and Tricyclic α-Amino Acids

  摘要：

  As part of a medicinal chemistry collaboration, a number of novel bi- and tricyclic alpha-amino acids were prepared through various routes and characterized by H-1 nuclear Overhauser effect difference experiments. The syntheses provide a number of routes to access some highly substituted amino acid derivatives that have not been reported previously. It is envisaged that the chemistry described here could be applied to the synthesis of other unique substrates.

  DOI：

  10.1080/00397911.2010.515354

文献信息

• Synthesis and Characterization of Novel Bi- and Tricyclic α-Amino Acids
  作者：Matthew R. Johnson、Jolicia F. Gauuan、Cheng Guo、Peter R. Guzzo、Van-Duc Le、Rajesh A. Shenoy、James Hamby、Howard Roark、Michael Stier、John E. Mangette

  DOI：10.1080/00397911.2010.515354

  日期：2011.9.15

  As part of a medicinal chemistry collaboration, a number of novel bi- and tricyclic alpha-amino acids were prepared through various routes and characterized by H-1 nuclear Overhauser effect difference experiments. The syntheses provide a number of routes to access some highly substituted amino acid derivatives that have not been reported previously. It is envisaged that the chemistry described here could be applied to the synthesis of other unique substrates.