dimethyl 14-[2-[3,5-bis(1-(tert-butyloxycarbonyl)-3-(pyrrol-2-carbonyl)-guanidinomethyl)benzamido]-ethyl]-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocycloheneicosene-2,3-dicarboxylate | 1242659-94-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: dimethyl 14-[2-[3,5-bis(1-(tert-butyloxycarbonyl)-3-(pyrrol-2-carbonyl)-guanidinomethyl)benzamido]-ethyl]-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocycloheneicosene-2,3-dicarboxylate
• 英文别名: dimethyl 14-[2-[3,5-bis(2-(tert-butyloxycarbonyl)-3-(pyrrol-2-carbonyl)-guanidinomethyl)benzamido]-ethyl]-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocycloheneicosene-2,3-dicarboxylate
• CAS: 1242659-94-4
• 化学式: C₅₅H₇₄N₁₀O₁₇
• 分子量: 1147.25
• InChiKey: REOLRTRPSAHQQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  82.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  331.48
• 氢给体数：
  7.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  dimethyl 14-[2-[3,5-bis(1-(tert-butyloxycarbonyl)-3-(pyrrol-2-carbonyl)-guanidinomethyl)benzamido]-ethyl]-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocycloheneicosene-2,3-dicarboxylate 在 盐酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 3.0h， 以91%的产率得到dimethyl 14-[2-[3,5-bis(1-(pyrrol-2-carbonyl)-guanidinomethyl)benzamido]-ethyl]-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocycloheneicosene-2,3-dicarboxylate trihydrochloride
  参考文献：
  名称：

  Binding of a hemoregulatory tetrapeptide by a bis-guanidinium crown ether

  摘要：

  A synthetic receptor for the molecular recognition of a tetrapeptide in aqueous buffer was obtained by combining a luminescent crown ether with two pyrrole-guanidinium moieties. The compound interacts with ammonium carboxylates of complementary geometry and binds the hemoregulatory peptide Ac-Ser-Asp-Lys-Pro with K=7 x 10(3) M(-1) at physiological pH. Shorter fragments and other tetrapeptides show no or significant reduced affinity. The binding of the target peptide to the functionalized crown ether is signalled by an increase of its emission intensity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.024
• 作为产物：
  描述：

  、 sodium 3,5-bis-(1-(tert-butyloxycarbonyl)-3-(pyrrol-2-carbonyl)-guanidino-methyl)benzoate 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 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以75%的产率得到dimethyl 14-[2-[3,5-bis(1-(tert-butyloxycarbonyl)-3-(pyrrol-2-carbonyl)-guanidinomethyl)benzamido]-ethyl]-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocycloheneicosene-2,3-dicarboxylate
  参考文献：
  名称：

  Binding of a hemoregulatory tetrapeptide by a bis-guanidinium crown ether

  摘要：

  A synthetic receptor for the molecular recognition of a tetrapeptide in aqueous buffer was obtained by combining a luminescent crown ether with two pyrrole-guanidinium moieties. The compound interacts with ammonium carboxylates of complementary geometry and binds the hemoregulatory peptide Ac-Ser-Asp-Lys-Pro with K=7 x 10(3) M(-1) at physiological pH. Shorter fragments and other tetrapeptides show no or significant reduced affinity. The binding of the target peptide to the functionalized crown ether is signalled by an increase of its emission intensity. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.024