10-oxa-4-aza-tricyclo[5.2.1.0(2,6)]decane-3-carboxylic acid 4-tert-butyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 10-oxa-4-aza-tricyclo[5.2.1.0(2,6)]decane-3-carboxylic acid 4-tert-butyl ester
• 英文别名: (1S,3aR,4R,7S,7aS)-2-[(2-methylpropan-2-yl)oxycarbonyl]-1,3,3a,4,5,6,7,7a-octahydro-4,7-epoxyisoindole-1-carboxylic acid
• 化学式: C₁₄H₂₁NO₅
• 分子量: 283.324
• InChiKey: LLFRNAHPZNYDKU-NZFPMDFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  10-oxa-4-aza-tricyclo[5.2.1.0(2,6)]decane-3-carboxylic acid 4-tert-butyl ester 在 盐酸 、 水 作用下， 以 乙醚 为溶剂， 以60%的产率得到10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3-carboxylic acid
  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：

  10-oxa-4-aza-tricyclo[5.2.1.02,6]decane-3-carboxylic acid 、 碳酸二叔丁酯 在 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以0.9 g的产率得到10-oxa-4-aza-tricyclo[5.2.1.0(2,6)]decane-3-carboxylic acid 4-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.