pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate | 1415012-41-7

• 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: pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate
• 英文别名: (2,3,4,5,6-pentafluorophenyl) 3-[[5-[[5-[(2-methylpropan-2-yl)oxycarbonylamino]-1H-pyrrole-2-carbonyl]amino]-1H-pyrrole-2-carbonyl]amino]propanoate
• CAS: 1415012-41-7
• 化学式: C₂₄H₂₂F₅N₅O₆
• 分子量: 571.461
• InChiKey: YXDGKRQFYLHJRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  154
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate 在 三氟乙酸 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 72.5h， 以64%的产率得到2,8,12,18,24,28,33,34,35,36-Decazapentacyclo[28.2.1.14,7.114,17.120,23]hexatriaconta-1(32),4,6,14,16,20,22,30-octaene-3,9,13,19,25,29-hexone
  参考文献：
  名称：

  Convenient Method for the Synthesis of a Flexible Cyclic Polyamide for Selective Targeting of c-myb G-quadruplex DNA

  摘要：

  A convenient efficient method for synthesis of a flexible cyclic polyamide (c beta, 1) was developed through cyclodimerization. Electrospray ionization mass spectrometry and nuclear magnetic resonance results showed that 1 selectively binds to the c-myb G-quadruplex with high affinity, and there was no binding with the ILPR, bcl-2, and c-kit G-quadruplexes. This is the first time that a flexible cyclic polyamide was found to have high selectivity for the c-myb G-quadruplex.

  DOI：

  10.1021/ol302918f
• 作为产物：
  描述：

  2-(三氯乙酰)吡咯 在 palladium 10% on activated carbon 、 氢气 、 硝酸 、 sodium hydride 、 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 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 、 乙酸酐 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 31.0h， 生成 pentafluorophenyl β-{5-{5-{[(tert-butoxy)carbonyl]amino}-1H-pyrrole-2-carboxamido}-1H-pyrrole-2-carboxamido}-alaninate
  参考文献：
  名称：

  Convenient Method for the Synthesis of a Flexible Cyclic Polyamide for Selective Targeting of c-myb G-quadruplex DNA

  摘要：

  A convenient efficient method for synthesis of a flexible cyclic polyamide (c beta, 1) was developed through cyclodimerization. Electrospray ionization mass spectrometry and nuclear magnetic resonance results showed that 1 selectively binds to the c-myb G-quadruplex with high affinity, and there was no binding with the ILPR, bcl-2, and c-kit G-quadruplexes. This is the first time that a flexible cyclic polyamide was found to have high selectivity for the c-myb G-quadruplex.

  DOI：

  10.1021/ol302918f

文献信息

• Convenient Method for the Synthesis of a Flexible Cyclic Polyamide for Selective Targeting of <i>c-myb</i> G-quadruplex DNA
  作者：Qiang Zhang、Xiaojie Cui、Sen Lin、Jiang Zhou、Gu Yuan

  DOI：10.1021/ol302918f

  日期：2012.12.21

  A convenient efficient method for synthesis of a flexible cyclic polyamide (c beta, 1) was developed through cyclodimerization. Electrospray ionization mass spectrometry and nuclear magnetic resonance results showed that 1 selectively binds to the c-myb G-quadruplex with high affinity, and there was no binding with the ILPR, bcl-2, and c-kit G-quadruplexes. This is the first time that a flexible cyclic polyamide was found to have high selectivity for the c-myb G-quadruplex.