(R)-[(R)-2-methoxy-1-phenylethyl]-[(E)-1-phenyl-3-(trimethylsilyl)prop-2-enyl]amine | 144254-16-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-[(R)-2-methoxy-1-phenylethyl]-[(E)-1-phenyl-3-(trimethylsilyl)prop-2-enyl]amine
• 英文别名: (E,1R)-N-[(1R)-2-methoxy-1-phenylethyl]-1-phenyl-3-trimethylsilylprop-2-en-1-amine
• CAS: 144254-16-0
• 化学式: C₂₁H₂₉NOSi
• 分子量: 339.553
• InChiKey: FRWCTKUGIFPXDV-NHQVPKDKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (R)-benzylidene-(2-methoxy-1-phenylethyl)amine 、 三甲基乙炔基硅 在 titanium(IV) isopropylate 、 异丙基氯化镁 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 (S)-[(R)-2-methoxy-1-phenylethyl]-[(E)-1-phenyl-3-(trimethylsilyl)prop-2-enyl]amine 、 (R)-[(R)-2-methoxy-1-phenylethyl]-[(E)-1-phenyl-3-(trimethylsilyl)prop-2-enyl]amine
  参考文献：
  名称：

  Asymmetric Synthesis of Allyl- and α-Allenylamines from Chiral Imines and Alkynes via (η²-Imine)Ti(O-i-Pr)₂ Complexes

  摘要：

  [GRAPHICS]The reaction of a divalent titanium reagent Ti(O-1-Pr)(4)/2i-PrMgX with optically active arylaidimines derived from arylaidehydes and O-methylphenylglycinol provided, in a highly diastereoselective manner, chiral (eta(2)-imine)Ti(O-i-Pr)(2) complexes, which in turn reacted with 1-alkynes or propargyl compounds to give optically active allyl- and alpha-allenylamines, respectively.

  DOI：

  10.1021/ol034599u

文献信息

• Zirconium-mediated diastereoselective coupling reactions of chiral aldimine: Remarkable temperature-dependence of chiral induction
  作者：Hisanaka Ito、Takeo Taguchi、Yuji Hanzawa

  DOI：10.1016/s0040-4039(00)60112-0

  日期：1992.7

  Zr-Mediated coupling reactions of aldehyde with chiral aldimine which is derived from benzaldehyde and (R)-phenylglycinol methyl ether showed a remarkable temperature effect on the sense of chiral induction to yield amino alcohol derivatives with high diastereoselectivities.
• Asymmetric Synthesis of Allyl- and α-Allenylamines from Chiral Imines and Alkynes via (η²-Imine)Ti(O-<i>i</i>-Pr)₂ Complexes
  作者：Kohki Fukuhara、Sentaro Okamoto、Fumie Sato

  DOI：10.1021/ol034599u

  日期：2003.6.1

  [GRAPHICS]The reaction of a divalent titanium reagent Ti(O-1-Pr)(4)/2i-PrMgX with optically active arylaidimines derived from arylaidehydes and O-methylphenylglycinol provided, in a highly diastereoselective manner, chiral (eta(2)-imine)Ti(O-i-Pr)(2) complexes, which in turn reacted with 1-alkynes or propargyl compounds to give optically active allyl- and alpha-allenylamines, respectively.