3-[1-(2-hydroxy-1R-phenyl-ethyl)-1,4,5,6-tetrahydropyridin-3-yl]-but-2(E)-enoic acid methyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-[1-(2-hydroxy-1R-phenyl-ethyl)-1,4,5,6-tetrahydropyridin-3-yl]-but-2(E)-enoic acid methyl ester
• 英文别名: methyl (E)-3-[1-[(1R)-2-hydroxy-1-phenylethyl]-3,4-dihydro-2H-pyridin-5-yl]but-2-enoate
• 化学式: C₁₈H₂₃NO₃
• 分子量: 301.386
• InChiKey: NEWZDLCPKKLQAB-WKOYGUFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (-)-2-氰-6-苯基恶唑哌啶 在 镍 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 48.0h， 生成 3-[1-(2-hydroxy-1R-phenyl-ethyl)-1,4,5,6-tetrahydropyridin-3-yl]-but-2(E)-enoic acid methyl ester
  参考文献：
  名称：

  New Piperidine Scaffolds via Nucleophilic Reactivity of (−)-Phenyloxazolopiperidine

  摘要：

  The present work illustrates the power of compound 2 as a chiral, nonracemic, and stable 2-piperideine (enamine) equivalent in the rapid and efficient construction of 3-substituted piperidines (carbon-carbon and carbon-sulfur bonds) such as 3-spiropiperidines. This methodology offers a new route to such systems that could compete with previously reported strategies.

  DOI：

  10.1021/jo0499524

文献信息

• New Piperidine Scaffolds via Nucleophilic Reactivity of (−)-Phenyloxazolopiperidine
  作者：Erwan Poupon、David François、Nicole Kunesch、Henri-Philippe Husson

  DOI：10.1021/jo0499524

  日期：2004.5.1

  The present work illustrates the power of compound 2 as a chiral, nonracemic, and stable 2-piperideine (enamine) equivalent in the rapid and efficient construction of 3-substituted piperidines (carbon-carbon and carbon-sulfur bonds) such as 3-spiropiperidines. This methodology offers a new route to such systems that could compete with previously reported strategies.