(2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester | 862177-18-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester
• 英文别名: (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-1,5-bis(phenylmethoxycarbonyl)piperidine-2-carboxylic acid
• CAS: 862177-18-2
• 化学式: C₃₇H₃₄N₂O₈
• 分子量: 634.686
• InChiKey: ITKBJUAURSINHG-OCZFFWILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  47
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  132
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1-benzyl ester 5-methyl ester 、 (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl ester 、 Fmoc-O-叔丁基-L-酪氨酸 、 聚甘氨酸 、 alkaline earth salt of/the/ methylsulfuric acid 生成
  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：

  (8S)-2,4-dioxo-1,3,7-triazaspiro[4.5]decane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester 在 4-二甲氨基吡啶 、 氢氧化钾 、 三甲基氯硅烷 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 96.0h， 生成 (2S,5S)-5-(9H-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,2,5-tricarboxylic acid 1,5-dibenzyl 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

文献信息

• Synthesis of a Pipecolic Acid-Based Bis-amino Acid and Its Assembly into a Spiro Ladder Oligomer
  作者：Sharad Gupta、Bhaskar C. Das、Christian E. Schafmeister

  DOI：10.1021/ol0507672

  日期：2005.7.1

  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.