tert-butyl (2S)-6-[1-[(2,4-dimethoxyphenyl)methyl]-2-[[(4S)-5-[(2-methylpropan-2-yl)oxy]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]amino]imidazo[4,5-b]pyridin-4-ium-4-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;iodide | 1394857-68-1

• 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: tert-butyl (2S)-6-[1-[(2,4-dimethoxyphenyl)methyl]-2-[[(4S)-5-[(2-methylpropan-2-yl)oxy]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]amino]imidazo[4,5-b]pyridin-4-ium-4-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;iodide
• CAS: 1394857-68-1
• 化学式: C₄₄H₆₉N₆O₁₀*I
• 分子量: 968.971
• InChiKey: GLSLEMDEWQEKMX-UEMXOEKYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  61
• 可旋转键数：
  26
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  181
• 氢给体数：
  3
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-6-[1-[(2,4-dimethoxyphenyl)methyl]-2-[[(4S)-5-[(2-methylpropan-2-yl)oxy]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]amino]imidazo[4,5-b]pyridin-4-ium-4-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;iodide 、 三氟乙酸 在 水 作用下， 反应 48.0h， 以91%的产率得到pentosidine
  参考文献：
  名称：

  Total Synthesis of Pentosidine

  摘要：

  Pentosidine, a biologically important advanced glycation endproduct, has been accessed in a rapid, high-yielding manner. The synthesis was accomplished via a six-step sequence starting with 3-amino-2-chloropyridine and features a palladium-catalyzed tandem cross-coupling/cyclization to construct the imidazo[4,5-b]pyridine core.

  DOI：

  10.1021/ol3021226
• 作为产物：
  描述：

  1-(2,4-dimethoxybenzyl)-1H-imidazo[4,5-b]pyridine 在 N,N-二异丙基乙胺 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 91.0h， 生成 tert-butyl (2S)-6-[1-[(2,4-dimethoxyphenyl)methyl]-2-[[(4S)-5-[(2-methylpropan-2-yl)oxy]-4-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentyl]amino]imidazo[4,5-b]pyridin-4-ium-4-yl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate;iodide
  参考文献：
  名称：

  Total Synthesis of Pentosidine

  摘要：

  Pentosidine, a biologically important advanced glycation endproduct, has been accessed in a rapid, high-yielding manner. The synthesis was accomplished via a six-step sequence starting with 3-amino-2-chloropyridine and features a palladium-catalyzed tandem cross-coupling/cyclization to construct the imidazo[4,5-b]pyridine core.

  DOI：

  10.1021/ol3021226

文献信息

• Total Synthesis of Pentosidine
  作者：Adam J. Rosenberg、Daniel A. Clark

  DOI：10.1021/ol3021226

  日期：2012.9.7

  Pentosidine, a biologically important advanced glycation endproduct, has been accessed in a rapid, high-yielding manner. The synthesis was accomplished via a six-step sequence starting with 3-amino-2-chloropyridine and features a palladium-catalyzed tandem cross-coupling/cyclization to construct the imidazo[4,5-b]pyridine core.