(S)-benzyl 3-((S)-3-(tert-butoxy)-2-((S)-sec-butyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)pyrrolidine-1-carboxylate | 1316848-11-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-benzyl 3-((S)-3-(tert-butoxy)-2-((S)-sec-butyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)pyrrolidine-1-carboxylate
• 英文别名: benzyl (3S)-3-[(2S)-2-[(2S)-butan-2-yl]-3-[(2-methylpropan-2-yl)oxy]-5-oxo-2H-pyrrol-1-yl]pyrrolidine-1-carboxylate
• CAS: 1316848-11-9
• 化学式: C₂₄H₃₄N₂O₄
• 分子量: 414.545
• InChiKey: FVHKCUBMGGRMMK-JLMWRMLUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 3-((S)-3-(tert-butoxy)-2-((S)-sec-butyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)pyrrolidine-1-carboxylate 在 palladium 10% on activated carbon 、 氢气 、 原甲酸三甲酯 作用下， 以 甲醇 、 异丙醇 为溶剂， 25.0 ℃ 、101.33 kPa 条件下， 反应 27.0h， 生成 (S)-1-((S)-1-((R)-2-((R)-1-(benzyloxy)ethyl)-5-oxo-2,5-dihydro-1H-pyrrol-3-yl)pyrrolidin-3-yl)-4-(tert-butoxy)-5-((S)-sec-butyl)-1H-pyrrol-2(5H)-one
  参考文献：
  名称：

  Pyrrolinone–Pyrrolidine Oligomers as Universal Peptidomimetics

  摘要：

  Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/beta-turn/sheet motif.

  DOI：

  10.1021/ja2033734
• 作为产物：
  描述：

  N-CBZ-3-(R)-羟基吡咯烷 在 盐酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 乙醚 、 二氯甲烷 为溶剂， 反应 24.17h， 生成 (S)-benzyl 3-((S)-3-(tert-butoxy)-2-((S)-sec-butyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl)pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Pyrrolinone–Pyrrolidine Oligomers as Universal Peptidomimetics

  摘要：

  Peptidomimetics 1-3 were prepared from amino acid-derived tetramic acids 7 as the key starting materials. Calculations show that preferred conformations of 1 can align their side-chain vectors with amino acids in common secondary structures more effectively than conformations of 3. A good fit was found for a preferred conformation of 2 (an extended derivative of 1) with a sheet/beta-turn/sheet motif.

  DOI：

  10.1021/ja2033734

文献信息

• PEPTIDOMIMETIC COMPOUNDS AND RELATED METHODS
  申请人：Burgess Kevin

  公开号：US20130288331A1

  公开（公告）日：2013-10-31

  Provided herein are compounds and methods of using same for the perturbation and/or inhibition of protein-protein interactions. Also provided herein is a data mining method useful for the identification of protein-protein interactions that may be inhibited by these compounds.