(E)-3-(5-(3-chlorophenyl)-6-propyl-6,7-dihydrothieno[2,3-c]pyridin-4(5H)-ylidene)propan-1-ol | 1193433-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: (E)-3-(5-(3-chlorophenyl)-6-propyl-6,7-dihydrothieno[2,3-c]pyridin-4(5H)-ylidene)propan-1-ol
• 英文别名: (3E)-3-[5-(3-chlorophenyl)-6-propyl-5,7-dihydrothieno[2,3-c]pyridin-4-ylidene]propan-1-ol
• CAS: 1193433-79-2
• 化学式: C₁₉H₂₂ClNOS
• 分子量: 347.909
• InChiKey: DCIYXMOVVMXHGJ-REZTVBANSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  51.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三聚甲醛 、 (E)-5-(3-chlorophenyl)-5-(propylamino)-4-(thiophen-3-yl)pent-3-en-1-ol 在 D(+)-10-樟脑磺酸 、 sodium hydroxide 作用下， 以 乙腈 、 水 为溶剂， 反应 20.0h， 以71%的产率得到(E)-3-(5-(3-chlorophenyl)-6-propyl-6,7-dihydrothieno[2,3-c]pyridin-4(5H)-ylidene)propan-1-ol
  参考文献：
  名称：

  Convergent Synthesis of Piperidines by the Union of Conjugated Alkynes with Imines: A Unique Regioselective Bond Construction for Heterocycle Synthesis

  摘要：

  A two-step process is described for the union of aromatic imines, conjugated alkynes, and aldehydes that results in a stereoselective synthesis of highly substituted piperidines. This synthetic process has been made possible by defining a unique regioselective functionalization of conjugated alkynes that establishes a suitably functionalized substrate for subsequent heterocycle-forming cationic annulation. Given the flexibility of the coupling process, heterocycles can be accessed through a process that establishes up to four stereogenic centers and four fused rings.

  DOI：

  10.1021/ol902169k

文献信息

• Convergent Synthesis of Piperidines by the Union of Conjugated Alkynes with Imines: A Unique Regioselective Bond Construction for Heterocycle Synthesis
  作者：Ming Z. Chen、Glenn C. Micalizio

  DOI：10.1021/ol902169k

  日期：2009.11.5

  A two-step process is described for the union of aromatic imines, conjugated alkynes, and aldehydes that results in a stereoselective synthesis of highly substituted piperidines. This synthetic process has been made possible by defining a unique regioselective functionalization of conjugated alkynes that establishes a suitably functionalized substrate for subsequent heterocycle-forming cationic annulation. Given the flexibility of the coupling process, heterocycles can be accessed through a process that establishes up to four stereogenic centers and four fused rings.