(4R,4aR,9bS)-ethyl 7,8-dimethoxy-4-phenyl-1-tosyl-4,4a,5,9b-tetrahydro-1H-indeno[1,2-b]pyridine-2-carboxylate | 1338699-81-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4R,4aR,9bS)-ethyl 7,8-dimethoxy-4-phenyl-1-tosyl-4,4a,5,9b-tetrahydro-1H-indeno[1,2-b]pyridine-2-carboxylate
• 英文别名: ethyl (4R,4aR,9bS)-7,8-dimethoxy-1-(4-methylphenyl)sulfonyl-4-phenyl-4,4a,5,9b-tetrahydroindeno[1,2-b]pyridine-2-carboxylate
• CAS: 1338699-81-2
• 化学式: C₃₀H₃₁NO₆S
• 分子量: 533.645
• InChiKey: URLQCPHYISTVDA-FLFAWLEMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  90.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  ethyl (2R,3R,4S)-3-[(3,4-dimethoxyphenyl)methyl]-2-hydroxy-1-(4-methylphenyl)sulfonyl-4-phenyl-3,4-dihydro-2H-pyridine-6-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 (4R,4aR,9bS)-ethyl 7,8-dimethoxy-4-phenyl-1-tosyl-4,4a,5,9b-tetrahydro-1H-indeno[1,2-b]pyridine-2-carboxylate
  参考文献：
  名称：

  Organocatalytic Sequential Hetero-Diels–Alder and Friedel–Crafts Reaction: Constructions of Fused Heterocycles with Scaffold Diversity

  摘要：

  A highly enantioselective aza-Diels-Alder and Friedel-Crafts reaction sequence of N-sulfonyl-1-aza-1,3-butadienes and aliphatic aldehydes tethered to an arene motif has been developed, affording the fused chiral piperidine frameworks with a versatile scaffold diversity. A similar strategy has been applied for the construction of complex chiral tetrahydroquinoxaline structures.

  DOI：

  10.1021/ol202492x

文献信息

• Organocatalytic Sequential Hetero-Diels–Alder and Friedel–Crafts Reaction: Constructions of Fused Heterocycles with Scaffold Diversity
  作者：Si-Li Zhou、Jun-Long Li、Lin Dong、Ying-Chun Chen

  DOI：10.1021/ol202492x

  日期：2011.11.4

  A highly enantioselective aza-Diels-Alder and Friedel-Crafts reaction sequence of N-sulfonyl-1-aza-1,3-butadienes and aliphatic aldehydes tethered to an arene motif has been developed, affording the fused chiral piperidine frameworks with a versatile scaffold diversity. A similar strategy has been applied for the construction of complex chiral tetrahydroquinoxaline structures.