(5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.5]decane-1,3,7,8-tetracarboxylic acid 7-benzyl ester 1,3,8-tert-butyl ester | 862177-21-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.5]decane-1,3,7,8-tetracarboxylic acid 7-benzyl ester 1,3,8-tert-butyl ester
• 英文别名: 9-O-benzyl 1-O,3-O,8-O-tritert-butyl (5S,8S)-2,4-dioxo-1,3,9-triazaspiro[4.5]decane-1,3,8,9-tetracarboxylate
• CAS: 862177-21-7
• 化学式: C₃₀H₄₁N₃O₁₀
• 分子量: 603.67
• InChiKey: MLTXXFHFBJKNOF-WRGVRERRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  43
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  149
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.5]decane-1,3,7,8-tetracarboxylic acid 7-benzyl ester 1,3,8-tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.5]decane-7,8-dicarboxylic acid 7-benzyl ester
  参考文献：
  名称：

  Synthesis of a Pipecolic Acid-Based Bis-amino Acid and Its Assembly into a Spiro Ladder Oligomer

  摘要：

  The synthesis of a new pipecolic acid-based bis-amino acid building block 1 (and 2) is presented. Assembly of this monomer into a spiro ladder oligomer 3 utilizing solid-phase synthesis followed by in situ activation by dicyclohexylcarbodiimide and N-hydroxysuccinimide has been demonstrated. The structure of oligomer 3, determined in aqueous solution using two-dimensional NMR, reveals that the oligomer forms a left-handed helix and that each monomer unit adopts a chair conformation.

  DOI：

  10.1021/ol0507672
• 作为产物：
  描述：

  (2S)-5-oxopiperidine-1,2-dicarboxylic acid 1-benzyl ester 2-tert-butyl ester 在 4-二甲氨基吡啶 、 potassium cyanide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 (5S,8S)-2,4-dioxo-1,3,7-triazaspiro[4.5]decane-1,3,7,8-tetracarboxylic acid 7-benzyl ester 1,3,8-tert-butyl ester
  参考文献：
  名称：

  Synthesis of a Pipecolic Acid-Based Bis-amino Acid and Its Assembly into a Spiro Ladder Oligomer

  摘要：

  The synthesis of a new pipecolic acid-based bis-amino acid building block 1 (and 2) is presented. Assembly of this monomer into a spiro ladder oligomer 3 utilizing solid-phase synthesis followed by in situ activation by dicyclohexylcarbodiimide and N-hydroxysuccinimide has been demonstrated. The structure of oligomer 3, determined in aqueous solution using two-dimensional NMR, reveals that the oligomer forms a left-handed helix and that each monomer unit adopts a chair conformation.

  DOI：

  10.1021/ol0507672