(6S,7S)-2-chloro-6-hydroxy-7-(2-propenyl)-6,7-dihydro-5H-1-pyrindine | 175410-62-5

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (6S,7S)-2-chloro-6-hydroxy-7-(2-propenyl)-6,7-dihydro-5H-1-pyrindine
• 英文别名: (6S,7S)-2-chloro-7-prop-1-en-2-yl-6,7-dihydro-5H-cyclopenta[b]pyridin-6-ol
• CAS: 175410-62-5
• 化学式: C₁₁H₁₂ClNO
• 分子量: 209.675
• InChiKey: MCPKCUFRGWVKLB-WCBMZHEXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (6S,7S)-2-chloro-6-hydroxy-7-(2-propenyl)-6,7-dihydro-5H-1-pyrindine 在 4-二甲氨基吡啶 、 三乙基硼 、 三正丁基氢锡 作用下， 以 四氢呋喃 、 乙腈 、 苯 为溶剂， 反应 15.0h， 生成 (7S)-2-chloro-7-(2-propenyl)-6,7-dihydro-5H-1-pyrindine
  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-5H-1-pyrindine 在 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) 、 sodium perchlorate 、 叔丁基锂 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (6S,7S)-2-chloro-6-hydroxy-7-(2-propenyl)-6,7-dihydro-5H-1-pyrindine
  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