di-tert-butyl ((2S,2'S)-piperazine-1,4-diylbis(3-(4-fluorophenyl)-1-oxopropane-1,2-diyl))dicarbamate | 1311400-12-0

• 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: di-tert-butyl ((2S,2'S)-piperazine-1,4-diylbis(3-(4-fluorophenyl)-1-oxopropane-1,2-diyl))dicarbamate
• CAS: 1311400-12-0
• 化学式: C₃₂H₄₂F₂N₄O₆
• 分子量: 616.705
• InChiKey: OSUILQFHXUYGBR-UIOOFZCWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  44.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  117.28
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl ((2S,2'S)-piperazine-1,4-diylbis(3-(4-fluorophenyl)-1-oxopropane-1,2-diyl))dicarbamate 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)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 为溶剂， 反应 4.84h， 生成
  参考文献：
  名称：

  New potent biphalin analogues containing p-fluoro-l-phenylalanine at the 4,4′ positions and non-hydrazine linkers

  摘要：

  We report the synthesis and the biological evaluation of two new analogues of the potent dimeric opioid peptide biphalin. The performed modification is based on the replacement of two key structural elements of the native biphalin, namely: the hydrazine bridge which joins the two palindromic moieties and the phenylalanine residues at the 4,4' positions of the backbone. The new analogues 9 and 10 contain 1,2-phenylenediamine and piperazine, respectively, in place of the hydrazidic linker and p-fluoro-L-phenylalanine residues at 4 and 4' positions. Binding values are: K(i)(mu) = 0.51 nM and K(i)(delta) = 12.8 nM for compound 9, K(i)(mu) = 0.09 nM and K(i)(delta) = 0.11 nM for analogue 10.

  DOI：

  10.1007/s00726-010-0760-7
• 作为产物：
  描述：

  哌嗪 、 BOC-L-4-氟苯丙氨酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以92%的产率得到di-tert-butyl ((2S,2'S)-piperazine-1,4-diylbis(3-(4-fluorophenyl)-1-oxopropane-1,2-diyl))dicarbamate
  参考文献：
  名称：

  New potent biphalin analogues containing p-fluoro-l-phenylalanine at the 4,4′ positions and non-hydrazine linkers

  摘要：

  We report the synthesis and the biological evaluation of two new analogues of the potent dimeric opioid peptide biphalin. The performed modification is based on the replacement of two key structural elements of the native biphalin, namely: the hydrazine bridge which joins the two palindromic moieties and the phenylalanine residues at the 4,4' positions of the backbone. The new analogues 9 and 10 contain 1,2-phenylenediamine and piperazine, respectively, in place of the hydrazidic linker and p-fluoro-L-phenylalanine residues at 4 and 4' positions. Binding values are: K(i)(mu) = 0.51 nM and K(i)(delta) = 12.8 nM for compound 9, K(i)(mu) = 0.09 nM and K(i)(delta) = 0.11 nM for analogue 10.

  DOI：

  10.1007/s00726-010-0760-7