4-[(3R,8aR)-8-(3-oxo-butyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-8-yl]-butan-2-one | 719306-97-5

• 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: 4-[(3R,8aR)-8-(3-oxo-butyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-8-yl]-butan-2-one
• 英文别名: 4-[(3R,8aR)-8-(3-oxobutyl)-3-phenyl-2,3,5,6,7,8a-hexahydro-[1,3]oxazolo[3,2-a]pyridin-8-yl]butan-2-one
• CAS: 719306-97-5
• 化学式: C₂₁H₂₉NO₃
• 分子量: 343.466
• InChiKey: CTLUDLUYVNGWOT-VQTJNVASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(3R,8aR)-8-(3-oxo-butyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-8-yl]-butan-2-one 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以30%的产率得到(1R,6R)-8-acetyl-9-methyl-(3R-phenyl-5H-oxazolo[3,2-a])-2-aza-spiro[5.5]undec-8-ene
  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
• 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 144.0h， 生成 4-[(3R,8aR)-8-(3-oxo-butyl)-3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-8-yl]-butan-2-one
  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.