N-methyl-1-[(R)-phenyl-(1'R)-(1-naphthyl)ethylethylaminomethyl]-2-naphthol | 1020168-34-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-methyl-1-[(R)-phenyl-(1'R)-(1-naphthyl)ethylethylaminomethyl]-2-naphthol
• 英文别名: 1-[(R)-[methyl-[(1R)-1-naphthalen-1-ylethyl]amino]-phenylmethyl]naphthalen-2-ol
• CAS: 1020168-34-6
• 化学式: C₃₀H₂₇NO
• 分子量: 417.55
• InChiKey: ZZEORCBDSXBVHU-IIMAJNMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (1R)-1-phenyl-2-[(1'R)-1'-(1-naphthylethyl)]-2,3-dihydro-1H-naphth[1,2-e][1,3]oxazine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以98%的产率得到N-methyl-1-[(R)-phenyl-(1'R)-(1-naphthyl)ethylethylaminomethyl]-2-naphthol
  参考文献：
  名称：

  Microwave-assisted, highly enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by chiral aminonaphthols

  摘要：

  New optically active aminonaphthols were obtained by condensation of 2-naphthol, benzaldehyde and (R)-(+)-1-(1-naphthyl)ethylamine or (R)-(+)-1-(2-naphthyl)ethylamine. Their N-methylated derivatives were also synthesized. The new aminonaphthols 2, 4, 5 and 7 were found to catalyze the enantioselective ethylation of aryl aldehydes to 1-aryl-1-propanots (up to 92% ee). The reactions were accelerated greatly by microwave irradiation. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.01.025

文献信息

• Microwave-assisted, highly enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by chiral aminonaphthols
  作者：István Szatmári、Reijo Sillanpää、Ferenc Fülöp

  DOI：10.1016/j.tetasy.2008.01.025

  日期：2008.3

  New optically active aminonaphthols were obtained by condensation of 2-naphthol, benzaldehyde and (R)-(+)-1-(1-naphthyl)ethylamine or (R)-(+)-1-(2-naphthyl)ethylamine. Their N-methylated derivatives were also synthesized. The new aminonaphthols 2, 4, 5 and 7 were found to catalyze the enantioselective ethylation of aryl aldehydes to 1-aryl-1-propanots (up to 92% ee). The reactions were accelerated greatly by microwave irradiation. (C) 2008 Elsevier Ltd. All rights reserved.