4-(2-carboxyethyl)-4-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]heptanedioic acid | 1274685-94-7

• 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: 4-(2-carboxyethyl)-4-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]heptanedioic acid
• CAS: 1274685-94-7
• 化学式: C₂₇H₃₂N₂O₉
• 分子量: 528.559
• InChiKey: AANMHNBESMIMHU-NRFANRHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  38
• 可旋转键数：
  17
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  179
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2-(2-aminoethoxy)ethyl-2,3,4,6-tetraacetyl-α-D-mannopyranoside 、 4-(2-carboxyethyl)-4-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]heptanedioic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到[(2R,3R,4S,5S,6S)-3,4,5-triacetyloxy-6-[2-[2-[[7-oxo-4-[3-oxo-3-[2-[2-[(2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethoxy]ethylamino]propyl]-4-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]-7-[2-[2-[(2S,3S,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyethoxy]ethylamino]heptanoyl]amino]ethoxy]ethoxy]oxan-2-yl]methyl acetate
  参考文献：
  名称：

  A Strategy for the Targeting of Photosensitizers. Synthesis, Characterization, and Photobiological Property of Porphyrins Bearing Glycodendrimeric Moieties

  摘要：

  This paper describes the conception, synthesis, and characterization of new tetrapyrrolic chromophores bearing glycodendrimeric moieties inducing a potential increase of tumor targeting by a cluster effect. Two families of monoglycodendrimeric photosensitizers bearing three glycosyl units were designed, prepared with an acceptable overall efficiency and characterized by NMR, UV-visible, and fluorescence spectroscopies. The polarity and log P were evaluated by HPLC and the stir-flask method, respectively. The in vitro photoefficiency against two human tumor cell lines was assessed. The presence of the glycodendrimeric group does not appear to increase the tumor in vitro targeting.

  DOI：

  10.1021/jo102185d
• 作为产物：
  描述：

  ditert-butyl 4-[3-[(2-methylpropan-2-yl)oxy]-3-oxopropyl]-4-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]heptanedioate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以97%的产率得到4-(2-carboxyethyl)-4-[[(2S)-3-phenyl-2-(phenylmethoxycarbonylamino)propanoyl]amino]heptanedioic acid
  参考文献：
  名称：

  A Strategy for the Targeting of Photosensitizers. Synthesis, Characterization, and Photobiological Property of Porphyrins Bearing Glycodendrimeric Moieties

  摘要：

  This paper describes the conception, synthesis, and characterization of new tetrapyrrolic chromophores bearing glycodendrimeric moieties inducing a potential increase of tumor targeting by a cluster effect. Two families of monoglycodendrimeric photosensitizers bearing three glycosyl units were designed, prepared with an acceptable overall efficiency and characterized by NMR, UV-visible, and fluorescence spectroscopies. The polarity and log P were evaluated by HPLC and the stir-flask method, respectively. The in vitro photoefficiency against two human tumor cell lines was assessed. The presence of the glycodendrimeric group does not appear to increase the tumor in vitro targeting.

  DOI：

  10.1021/jo102185d