1-(2-allyl-1,2,3,4-tetrahydroisoquinolin-1-yl)naphthalen-2-ol | 1226970-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-(2-allyl-1,2,3,4-tetrahydroisoquinolin-1-yl)naphthalen-2-ol
• CAS: 1226970-56-4；1226970-57-5；1226970-58-6
• 化学式: C₂₂H₂₁NO
• 分子量: 315.415
• InChiKey: UIPKYAIRIHLPDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.68
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  23.47
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  1-(1,2,3,4-四氢-1-异喹啉基)-2-萘酚 、 3-溴丙烯 在 potassium hydrogencarbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 23.17h， 以85%的产率得到1-(2-allyl-1,2,3,4-tetrahydroisoquinolin-1-yl)naphthalen-2-ol
  参考文献：
  名称：

  Synthesis of Chiral 1,3-Disubstituted Tetrahydroisoquinolines and Their Use in the Asymmetric Addition of Diethylzinc to Aldehydes

  摘要：

  The effects of modifications on three sites of 1-(1,2,3,4-tetrahydro-isoquinolin-1-yl)-naphthalen-2-ol (THIQNOL) chiral ligands the asymmetric diethylzinc additions were examined. The studies showed that modifications at the nitrogen only reduce the efficiency of these types of ligands, whereas modifications at the 3-position of the 1,2,3,4-tetrahydroisoquinoline ring and the 3-position of the naphthol ring can lead to chiral ligands which provide better enantioselectivities. In general, the use of a simple phenyl group on the 1,2,3,4-tetrahydroisoquinoline ring and either a phenyl or methoxyphenyl on the naphthol ring generates more effective chiral ligands for the asymmetric addition of diethylzinc to aldehydes.

  DOI：

  10.3987/com-09-s(s)123