3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinoline | 159831-05-7

• 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: 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinoline
• 英文别名: 2-(4-Methylphenyl)sulfonyl-3-phenyl-1,3-dihydroisoquinolin-4-one
• CAS: 159831-05-7
• 化学式: C₂₂H₁₉NO₃S
• 分子量: 377.464
• InChiKey: UJQHLUBYDZGKKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  62.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinoline 在 palladium on activated charcoal 吡啶 、 三甲基氯硅烷 、 氯化亚砜 、 氢气 、 锌 作用下， 以 乙醚 、 乙醇 为溶剂， 25.0~60.0 ℃ 、137.28 kPa 条件下， 反应 4.0h， 生成 (3R*,4R*)-4-methoxycarbonylmethyl-3-phenyl-2-(p-toluenesulfonyl)-1,2,3,4-tetrahydroisoquinoline
  参考文献：
  名称：

  Preparation of a 3-phenyl-4(3H)-isoquinolinone and its transformation in 12(11H)-Benzo[c]phenanthridinone derivatives. Crystal structure determinations.

  摘要：

  Trans- and cis-5-(p-toluenesulfonyl)-5,6,13,14-tetrahydro-12(11H)-benzo[c]phenanthridinones have been prepared with excellent yield involving the initial formation of 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinolinone, as the key intermediate. Spectroscopic studies of the 4(3H)-isoquinolinone and 12(11H)-benzo[c]phenanthridinone derivatives have been developed and their relative configurations have been fully established and confirmed unambiguously by X-ray diffraction analyses.

  DOI：

  10.1016/s0040-4020(01)85708-2
• 作为产物：
  描述：

  2-((4-methylphenyl)sulfonamido)-2-phenylacetic acid 在 三氯化铝 、 氯化亚砜 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 、 苯 为溶剂， 反应 32.0h， 生成 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinoline
  参考文献：
  名称：

  Preparation of a 3-phenyl-4(3H)-isoquinolinone and its transformation in 12(11H)-Benzo[c]phenanthridinone derivatives. Crystal structure determinations.

  摘要：

  Trans- and cis-5-(p-toluenesulfonyl)-5,6,13,14-tetrahydro-12(11H)-benzo[c]phenanthridinones have been prepared with excellent yield involving the initial formation of 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinolinone, as the key intermediate. Spectroscopic studies of the 4(3H)-isoquinolinone and 12(11H)-benzo[c]phenanthridinone derivatives have been developed and their relative configurations have been fully established and confirmed unambiguously by X-ray diffraction analyses.

  DOI：

  10.1016/s0040-4020(01)85708-2

文献信息

• Preparation of a 3-phenyl-4(3H)-isoquinolinone and its transformation in 12(11H)-Benzo[c]phenanthridinone derivatives. Crystal structure determinations.
  作者：Ana M. González-Cameno、Dolores Badía、Esther Domínguez、M.Karmele Urtiaga、M.Isabel Arriortua、Xavier Solans

  DOI：10.1016/s0040-4020(01)85708-2

  日期：1994.1

  Trans- and cis-5-(p-toluenesulfonyl)-5,6,13,14-tetrahydro-12(11H)-benzo[c]phenanthridinones have been prepared with excellent yield involving the initial formation of 3-phenyl-2-(p-toluenesulfonyl)-1,2-dihydro-4(3H)-isoquinolinone, as the key intermediate. Spectroscopic studies of the 4(3H)-isoquinolinone and 12(11H)-benzo[c]phenanthridinone derivatives have been developed and their relative configurations have been fully established and confirmed unambiguously by X-ray diffraction analyses.