[(3R,8aR)-8-hydroxymethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-8-yl]methanol

• 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: [(3R,8aR)-8-hydroxymethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-8-yl]methanol
• 英文别名: [(3R,8aR)-8-(hydroxymethyl)-3-phenyl-2,3,5,6,7,8a-hexahydro-[1,3]oxazolo[3,2-a]pyridin-8-yl]methanol
• 化学式: C₁₅H₂₁NO₃
• 分子量: 263.337
• InChiKey: IKXHFHOXINYLBE-UONOGXRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  52.9
• 氢给体数：
  2
• 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 为溶剂， 反应 48.0h， 生成 [(3R,8aR)-8-hydroxymethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-8-yl]methanol
  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.