3-(3-methoxyphenyl)naphthalen-2-ol | 64635-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(3-methoxyphenyl)naphthalen-2-ol
• CAS: 64635-18-3
• 化学式: C₁₇H₁₄O₂
• 分子量: 250.297
• InChiKey: CKPOXHRVWNVXCT-UHFFFAOYSA-N

物化性质

• 沸点：
  408.5±25.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-methoxyphenyl)naphthalen-2-ol 、 (3R)-3-phenyl-3,4-dihydroisoquinoline 以 水 为溶剂， 以48%的产率得到3-(3-methoxyphenyl)-1-((1S,3R)-3-phenyl-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
• 作为产物：
  描述：

  间溴苯甲醚 、 2-萘酚 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 potassium carbonate 、 caesium carbonate 、 三(二甲胺基)膦 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以43%的产率得到3-(3-methoxyphenyl)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