(S)-3-(1H-indol-3-yl)-2-{2-[5'-isobutyramido-4-(morpholinomethyl)-1H,1'H-2,4'-biimidazol-1'-yl]acetamido}propanoic acid | 1198407-22-5

• 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: (S)-3-(1H-indol-3-yl)-2-{2-[5'-isobutyramido-4-(morpholinomethyl)-1H,1'H-2,4'-biimidazol-1'-yl]acetamido}propanoic acid
• 英文别名: (2S)-3-(1H-indol-3-yl)-2-[[2-[5-(2-methylpropanoylamino)-4-[5-(morpholin-4-ylmethyl)-1H-imidazol-2-yl]imidazol-1-yl]acetyl]amino]propanoic acid
• CAS: 1198407-22-5
• 化学式: C₂₈H₃₄N₈O₅
• 分子量: 562.629
• InChiKey: TUARXWIJJNIZIO-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  170
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  [(2R,3R,4S,5R,6S)-4,5-dibenzoyloxy-6-[(2S,3S,4S,5R,6S)-3,5-diacetyloxy-2-[[4-[[[(2S,3S,4S,5R,6S)-3,5-diacetyloxy-4-[(2S,3R,4S,5R,6R)-3,4-dibenzoyloxy-6-(benzoyloxymethyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-6-prop-2-enoxyoxane-2-carbonyl]amino]methyl]phenyl]methylcarbamoyl]-6-prop-2-enoxyoxan-4-yl]oxy-3-[(2S,3R,4S,5S,6R)-3,4,5-tribenzoyloxy-6-(benzoyloxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl benzoate 在 三异丙基硅烷 、 水 、 三氟乙酸 作用下， 以3.5 mg的产率得到(S)-3-(1H-indol-3-yl)-2-{2-[5'-isobutyramido-4-(morpholinomethyl)-1H,1'H-2,4'-biimidazol-1'-yl]acetamido}propanoic acid
  参考文献：
  名称：

  Solid-Phase Synthesis of 4(5),1′,5′-Trisubstituted 2,4′-Biimidazoles

  摘要：

  A method for the synthesis of libraries of 4(5), 1',5'-tri substituted 2,4'-biimidazoles on a solid support was developed.(1) A trivalent scaffold, 2-(5'-amino-4(5)-formyl-1H,1'H-2,4'-biimidazol-1'-yl)acetic acid, was first prepared in solution by a two-step synthesis from ethyl adenin-9-ylacetate and bromomalonaldehyde. The product was coupled to an amino acid loaded Wang resin and the formyl group was subsequently derivatized either by reductive amination, oximation, or hydrazone formation. The 5'-amino group of the resin-bound biimidazole was then acylated and the products were finally released from the resin and purified. 5'-Amino-2,4'-biimidazole offers a scaffold for lead compounds of drug discovery, possibly useful in finding leads for protein kinase inhibitors.

  DOI：

  10.1021/jo902122e