(1R,2R,3R,4S)-methyl 3-(N-((S)-1-(4-methoxyphenylcarbamoyl)-2-phenylethyl)-N-benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate | 1224969-03-2

• 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: (1R,2R,3R,4S)-methyl 3-(N-((S)-1-(4-methoxyphenylcarbamoyl)-2-phenylethyl)-N-benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate
• CAS: 1224969-03-2
• 化学式: C₃₁H₃₂N₂O₅
• 分子量: 512.605
• InChiKey: JTVGFKAXTWLCMG-YFXPIYGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.24
• 重原子数：
  38.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  77.1
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (1R,2R,3R,4S)-methyl 3-(N-((S)-1-(4-methoxyphenylcarbamoyl)-2-phenylethyl)-N-benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 (S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-(4-methoxyphenyl)-3-phenylpropanamide
  参考文献：
  名称：

  Identification of Lead Compounds As Antagonists of Protein Bcl-x_L with a Diversity-Oriented Multidisciplinary Approach

  摘要：

  We report on the use of a diversity oriented synthesis (DOS) approach that resulted in the generation of a set of libraries of compounds presenting novel structural cores. These chemical cores have been employed to design potential antagonists of the antiapoptotic protein Bcl-x(L) through reiterated steps of molecular docking calculations followed by experimental verification of binding. Our data suggest that the DOS approach is suitable to generate novel scaffolds, which can be employed to target protein-protein interactions.

  DOI：

  10.1021/jm9010687
• 作为产物：
  描述：

  甲醇 、 4-甲氧基苯异腈 、 苯乙醛 、 (1R,2R,3R,4S)-3-(benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 生成 (1R,2R,3R,4S)-methyl 3-(N-((S)-1-(4-methoxyphenylcarbamoyl)-2-phenylethyl)-N-benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate
  参考文献：
  名称：

  Straightforward stereoselective synthesis of polyfunctionalised cyclohexenols using a multicomponent approach

  摘要：

  An intramolecular Ugi 5-centre-4-component reaction (U-5C-4CR) followed by a palladium-catalysed ring-opening has been employed to transform oxabicycloheptene-based beta-amino acids into two families of regioisomeric polyfunctionalised cyclohexenols. The whole process is completely stereoselective and enantiomerically pure products are obtained in high overall yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.097