3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester | 289684-52-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester
• 英文别名: 7-O-benzyl 1-O-(9H-fluoren-9-ylmethyl) 3,9-dioxo-1,4,7,10-tetrazacyclododecane-1,7-dicarboxylate
• CAS: 289684-52-2
• 化学式: C₃₁H₃₂N₄O₆
• 分子量: 556.618
• InChiKey: ABZCKTJJKQJFOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  117
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester 在 palladium on activated charcoal 哌啶 、 氢气 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 生成 N-[9-(2-{7-[2-(5-Methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-3,9-dioxo-1,4,7,10-tetraaza-cyclododec-1-yl}-2-oxo-ethyl)-9H-purin-6-yl]-benzamide
  参考文献：
  名称：

  An expeditious liquid-phase synthesis of cyclic peptide nucleic acids

  摘要：

  Suitably protected linear precursors of cyclic PNAs can be readily obtained by BOP/DiPEA coupling of the corresponding sub-monomers. Conversion of the linear PNA dimers into the pentafluorophenyl esters allows cyclization by intramolecular attack of the deprotected primary amino function under diluted conditions. After removal of the secondary amino protecting group(s), installation of the required nucleobase-acetyl function(s) affords cyclic PNAs. In addition, the latter compounds can be prepared following a direct coupling strategy. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00536-0
• 作为产物：
  描述：

  Z-n-(n-beta-boc-氨基乙基)-gly-oh 在 bis-triphenylphosphine-palladium(II) chloride 三正丁基氢锡 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 溶剂黄146 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 3,9-Dioxo-1,4,7,10-tetraaza-cyclododecane-1,7-dicarboxylic acid 1-benzyl ester 7-(9H-fluoren-9-ylmethyl) ester
  参考文献：
  名称：

  An expeditious liquid-phase synthesis of cyclic peptide nucleic acids

  摘要：

  Suitably protected linear precursors of cyclic PNAs can be readily obtained by BOP/DiPEA coupling of the corresponding sub-monomers. Conversion of the linear PNA dimers into the pentafluorophenyl esters allows cyclization by intramolecular attack of the deprotected primary amino function under diluted conditions. After removal of the secondary amino protecting group(s), installation of the required nucleobase-acetyl function(s) affords cyclic PNAs. In addition, the latter compounds can be prepared following a direct coupling strategy. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00536-0