阿拉莫林中间体3 | 210481-85-9

• 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
• 中文名称: 阿拉莫林中间体3
• 英文名称: N-Boc-Aib-(L)-Trp-OH
• 英文别名: (R)-Methyl 2-(2-((tert-butoxycarbonyl)amino)-2-methylpropanamido)-3-(1H-indol-3-YL)propanoate；(2S)-3-(1H-indol-3-yl)-2-[[2-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoyl]amino]propanoic acid
• CAS: 210481-85-9
• 化学式: C₂₀H₂₇N₃O₅
• 分子量: 389.451
• InChiKey: DSCBSBPYDCIRPP-HNNXBMFYSA-N

物化性质

• 沸点：
  664.2±55.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  121
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  、 阿拉莫林中间体3 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 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.5h， 以86%的产率得到
  参考文献：
  名称：

  Antiproliferative activity on human prostate carcinoma cell lines of new peptidomimetics containing the spiroazepinoindolinone scaffold

  摘要：

  Peptidomimetics containing the spiroazepinoindolinone scaffold were designed and synthesized in order to ascertain their antiproliferative activity on the DU-145 human prostatic carcinoma cell line. Ethyl 2'-oxa-1,2,3,5,6,7-hexahydrospiro[4H-azepine-4,3'-3H-indole]-1'-carboxylate scaffold was functionalized at nitrogen azepino ring with Aib-(L/D)Trp-OH dipeptides. Combining the different stereochemistries of the scaffold and the tryptophan, diastereoisomeric peptidomimetics were prepared and tested. Their biological activity was evaluated by proliferation studies proving that the isomer containing S spiroazepino-indolinone scaffold and L tryptophan is the most active compound. Docking studies confirmed that the active peptidomimetic could bind the GHSR-la receptor with docking scores comparable with those of well-known agonists even though with a somewhat different binding mode. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.06.006

文献信息

• Processes For Forming Amide Bonds And Compositions Related Thereto
  申请人：Liebeskind Lanny S.

  公开号：US20120107902A1

  公开（公告）日：2012-05-03

  The disclosure relates to methods for producing amide bonds and reagents related thereto. In some embodiments, the disclosure relates to methods of producing an amide comprising mixing an O-silylated thionoester and an amine under conditions such that an amide is formed. In another embodiment, the disclosure relates to mixing a thiolacid, a silylating agent, and an amine under conditions such that an amide is formed.

  本披露涉及生产酰胺键的方法及相关试剂。在某些实施例中，本披露涉及生产酰胺的方法，包括混合O-硅基硫代酯和胺，以形成酰胺。在另一实施例中，本披露涉及混合硫酸、硅基化试剂和胺的方法，以形成酰胺。