(7R,8S)-2-chloro-7,8-epoxy-5,6,7,8-tetrahydroquinoline | 175410-65-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (7R,8S)-2-chloro-7,8-epoxy-5,6,7,8-tetrahydroquinoline
• CAS: 175410-65-8
• 化学式: C₉H₈ClNO
• 分子量: 181.622
• InChiKey: JAXMANBQYWVRIF-HZGVNTEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  25.42
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (7R,8S)-2-chloro-7,8-epoxy-5,6,7,8-tetrahydroquinoline 在 4-二甲氨基吡啶 、 三氟化硼乙醚 作用下， 以 乙腈 为溶剂， 反应 5.08h， 生成 Thiocarbonic acid O-((7R,8R)-2-chloro-8-phenyl-5,6,7,8-tetrahydro-quinolin-7-yl) ester O-phenyl ester
  参考文献：
  名称：

  Chiral bipyrindine and biquinoline ligands: Their asymmetric synthesis and application to the synthesis of trans-whisky lactone

  摘要：

  Chiral bipyrindine and biquinoline which have been reported to be efficient Ligands for the construction of chiral copper catalysts, were synthesized enantioselectively by rising Mn-salen catalyzed asymmetric epoxidation as a key step. Enantioselective synthesis of trans-whisky lactone was then achieved by way of enantiospecific ring expansion reaction of oxetane with a chiral copper catalyst bearing the bipyrindine Ligand as a chiral source.

  DOI：

  10.1016/s0040-4020(96)00058-0
• 作为产物：
  描述：

  2-chloro-5,6-dihydroquinoline 在 sodium hypochlorite 、 4-苯基吡啶-N-氧化物 、 phosphate buffer 、 2,2′-((1E,1′E)-(ethane-1,2-diylbis(azanylylidene))bis(methanylylidene))diphenolmanganese(II) 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以73%的产率得到(7R,8S)-2-chloro-7,8-epoxy-5,6,7,8-tetrahydroquinoline
  参考文献：
  名称：

  Chiral bipyrindine and biquinoline ligands: Their asymmetric synthesis and application to the synthesis of trans-whisky lactone

  摘要：

  Chiral bipyrindine and biquinoline which have been reported to be efficient Ligands for the construction of chiral copper catalysts, were synthesized enantioselectively by rising Mn-salen catalyzed asymmetric epoxidation as a key step. Enantioselective synthesis of trans-whisky lactone was then achieved by way of enantiospecific ring expansion reaction of oxetane with a chiral copper catalyst bearing the bipyrindine Ligand as a chiral source.

  DOI：

  10.1016/s0040-4020(96)00058-0