prop-2-enyl 5-hydroxy-3-oxo-1,2,6-trihydropyridine-1-carboxylate | 848942-58-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: prop-2-enyl 5-hydroxy-3-oxo-1,2,6-trihydropyridine-1-carboxylate
• 英文别名: Allyl 3,5-dioxopiperidine-1-carboxylate；prop-2-enyl 3,5-dioxopiperidine-1-carboxylate
• CAS: 848942-58-5
• 化学式: C₉H₁₁NO₄
• mdl: MFCD12026405
• 分子量: 197.191
• InChiKey: HMJXXOJMSWQVKT-UHFFFAOYSA-N

物化性质

• 沸点：
  351.3±42.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  prop-2-enyl 5-hydroxy-3-oxo-1,2,6-trihydropyridine-1-carboxylate 在 lithium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 苯 为溶剂， 反应 1.58h， 生成 (2S)-4-methyl-2-[[5-oxo-1-(prop-2-enyloxycarbonyl)-1,2,6-trihydro-3-pyridyl]amino]pentanoic acid
  参考文献：
  名称：

  β-链模拟物中烯胺酮-二聚体结构单元的改进合成方法

  摘要：

  @-Tides 已被证明具有与 P 链构象中的肽相同的特征，并具有自结合成二聚 β 折叠的能力。氮杂环六烯胺酮，获得...

  DOI：

  10.1055/s-2005-872094

文献信息

• @-Tide-Stabilized β-Hairpins
  作者：Scott T. Phillips、Landy K. Blasdel、Paul A. Bartlett

  DOI：10.1021/jo047782p

  日期：2005.3.1

  [GRAPHICS]As minimalist versions of beta-structure, two-stranded beta-hairpins are commonly employed as platforms for assessing the interactions that stabilize beta-sheets in proteins. We have found that the presence of a 1,6-dihydro-3(2H)-pyridinone moiety (the "@-unit") as an amino acid replacement at the i - 1 or i + 4 positions relative to a beta-turn strongly stabilizes the hairpin conformation. Hybrids of this type bridge the gap between natural beta-hairpins and unnatural beta-sheets because the @-unit only replaces one residue in a peptide while stabilizing the hairpin conformation to a greater extent than a normal amino acid. In this report, we describe the synthesis of a variety of @-tide-templated hairpins and the NMR and CD characterization of their conformations in both polar and nonpolar solvents.
• An Improved Procedure for the Synthesis of Enaminones - Dimer Building Blocks in β-Strand Mimetics
  作者：Jan Kihlberg、Fredrik Almqvist、Andreas Larsson、Sara Spjut

  DOI：10.1055/s-2005-872094

  日期：——

  @-Tides have been shown to have the same characteristics as a peptide in the P-strand conformation and to have the ability to self-associate into dimeric beta-sheets. Aza-cyclohexaenaminones, obtai ...

  @-Tides 已被证明具有与 P 链构象中的肽相同的特征，并具有自结合成二聚 β 折叠的能力。氮杂环六烯胺酮，获得...