N-benzyl-N-(4-tert-butoxy-1-phenylbut-2-enyl)hydroxylamine | 1246746-40-6

• 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-N-(4-tert-butoxy-1-phenylbut-2-enyl)hydroxylamine
• 英文别名: N-benzyl-N-[(E)-4-[(2-methylpropan-2-yl)oxy]-1-phenylbut-2-enyl]hydroxylamine
• CAS: 1246746-40-6
• 化学式: C₂₁H₂₇NO₂
• 分子量: 325.451
• InChiKey: OQRNRRYXSALAMP-XNTDXEJSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 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：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(3-tert-butoxypropenyl)-4,4,6-trimethyl-[1,3,2]dioxaborinane 、 N-Benzylidenebenzylamine N-oxide 在 Dimethylzinc 、 水 、 氯化铵 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以80%的产率得到N-benzyl-N-(4-tert-butoxy-1-phenylbut-2-enyl)hydroxylamine
  参考文献：
  名称：

  Improved dimethylzinc-promoted vinylation of nitrones with vinylboronic esters

  摘要：

  Vinylboronic esters derived from 4,4,6-trimethyl-[1,3,2]dioxaborinane react with nitrones in the presence of dimethylzinc; nucleophilic addition of the vinyl group onto nitrones produces N-allylic hydroxylamines in fair yields. The sequence is compatible with various functional groups on the vinylic moiety. The mechanism and kinetic aspects are discussed on the basis of DFT calculations. (C) 2010 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2010.07.009

文献信息

• Improved dimethylzinc-promoted vinylation of nitrones with vinylboronic esters
  作者：Nageswaran PraveenGanesh、Cristina de Candia、Antony Memboeuf、György Lendvay、Yves Gimbert、Pierre Y. Chavant

  DOI：10.1016/j.jorganchem.2010.07.009

  日期：2010.10

  Vinylboronic esters derived from 4,4,6-trimethyl-[1,3,2]dioxaborinane react with nitrones in the presence of dimethylzinc; nucleophilic addition of the vinyl group onto nitrones produces N-allylic hydroxylamines in fair yields. The sequence is compatible with various functional groups on the vinylic moiety. The mechanism and kinetic aspects are discussed on the basis of DFT calculations. (C) 2010 Elsevier B. V. All rights reserved.