N-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethanimine | 306961-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethanimine
• CAS: 306961-72-8
• 化学式: C₂₁H₂₉NOSi
• 分子量: 339.553
• InChiKey: MUUFJLWHEYNYBA-UHFFFAOYSA-N

物化性质

• 沸点：
  419.1±45.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.02
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethanimine 在 sodium tetrahydroborate 作用下， 以 甲醇 、 乙醚 、 正己烷 为溶剂， 生成 2-(Benzylamino)-1-<(tert-butyldimethylsilyl)oxy>-1-phenylethane
  参考文献：
  名称：

  Intramolecular Reductive Cleavage of tert-Butyldimethylsilyl Ethers. Selective Mono-Deprotection of Bis-Silyl-Protected Diols

  摘要：

  DOI：

  10.1021/jo00102a047
• 作为产物：
  描述：

  扁桃酸乙酯 在 咪唑 、 二异丁基氢化铝 、 magnesium sulfate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 N-benzyl-2-[tert-butyl(dimethyl)silyl]oxy-2-phenylethanimine
  参考文献：
  名称：

  Comparative Study of the Diastereoselective Addition of Allenyl Zinc Reagents to α-Alkoxy (or Silyloxy) Aldehydes and Imines. A Straightforward Synthesis of Amino Alcohols from Imines

  摘要：

  The addition of allenylzine bromides to or-chiral imines proceeds with very high diastereoselectivity. This result is in contrast with the addition to the corresponding aldehydes, leading to poor diastereoselectivity. The anti/anti adducts are explained by Felkin-Ahn and Gaudemar-Yamamoto models of the transition state.

  DOI：

  10.1021/jo005509r

文献信息

• A Configurationally Stable Alkoxy Allenyl Zinc Reagent, en Route to <i>a</i><i>nti</i>-<i>a</i><i>nti</i> Vicinal Amino Diols
  作者：Jean-François Poisson、Jean F. Normant

  DOI：10.1021/ol015941a

  日期：2001.6.1

  [GRAPHICS]The reaction of an alkoxyallenyl zinc reagent with benzyl imines derived from lactic and mandelic acids proceeds highly diastereoselectively and leads to 2-amino-1,3-diol derivatives with an anti-anti pattern.
• Intramolecular Reductive Cleavage of tert-Butyldimethylsilyl Ethers. Selective Mono-Deprotection of Bis-Silyl-Protected Diols
  作者：Erik F. J. de Vries、Johannes Brussee、Arne van der Gen

  DOI：10.1021/jo00102a047

  日期：1994.11
• Comparative Study of the Diastereoselective Addition of Allenyl Zinc Reagents to α-Alkoxy (or Silyloxy) Aldehydes and Imines. A Straightforward Synthesis of Amino Alcohols from Imines
  作者：Jean-François Poisson、Jean F. Normant

  DOI：10.1021/jo005509r

  日期：2000.10.1

  The addition of allenylzine bromides to or-chiral imines proceeds with very high diastereoselectivity. This result is in contrast with the addition to the corresponding aldehydes, leading to poor diastereoselectivity. The anti/anti adducts are explained by Felkin-Ahn and Gaudemar-Yamamoto models of the transition state.