(S)-benzyl 3-((R)-4-phenyl-4,5-dihydrooxazol-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate | 1256456-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (S)-benzyl 3-((R)-4-phenyl-4,5-dihydrooxazol-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
• CAS: 1256456-70-8
• 化学式: C₂₆H₂₄N₂O₃
• 分子量: 412.488
• InChiKey: IWRSHIANMZZMFK-ZEQRLZLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.92
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  51.13
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-benzyl 3-((R)-4-phenyl-4,5-dihydrooxazol-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以59%的产率得到(R)-4-phenyl-2-((S)-1,2,3,4-tetrahydroisoquinolin-3-yl)-4,5-dihydrooxazole
  参考文献：
  名称：

  Iridium-catalyzed asymmetric hydrogenation of olefins using TIQ phosphine–oxazoline ligands

  摘要：

  A novel family of tetrahydroisoquinoline (TIQ) phosphine-oxazoline ligands and four corresponding iridium complexes have been developed and applied to the asymmetric hydrogenation of unfunctionalized olefins. The results showed that the best conversion rates were observed in up to 99% with an enantiomeric excess of 91%. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.032
• 作为产物：
  描述：

  (S)-benzyl 3-((R)-2-hydroxy-1-phenylethylcarbamoyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 反应 4.33h， 以90%的产率得到(S)-benzyl 3-((R)-4-phenyl-4,5-dihydrooxazol-2-yl)-3,4-dihydroisoquinoline-2(1H)-carboxylate
  参考文献：
  名称：

  Iridium-catalyzed asymmetric hydrogenation of olefins using TIQ phosphine–oxazoline ligands

  摘要：

  A novel family of tetrahydroisoquinoline (TIQ) phosphine-oxazoline ligands and four corresponding iridium complexes have been developed and applied to the asymmetric hydrogenation of unfunctionalized olefins. The results showed that the best conversion rates were observed in up to 99% with an enantiomeric excess of 91%. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.07.032