O-(1-allylpentyl)hydroxylamine | 864722-45-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(1-allylpentyl)hydroxylamine
• 英文别名: O-oct-1-en-4-ylhydroxylamine
• CAS: 864722-45-2
• 化学式: C₈H₁₇NO
• 分子量: 143.229
• InChiKey: BPQRXUAKNFGFJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  O-(1-allylpentyl)hydroxylamine 在 三乙胺 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 1.5h， 生成 N-(3-hydroxy-1-methylheptyl)acetamide
  参考文献：
  名称：

  Stereoselective Cyclization Reactions of IBX-Generated Alkoxyamidyl Radicals

  摘要：

  [GRAPHICS]In this paper, a method for the generation of alkoxyamidyl radicals is presented. These N-centered radicals can efficiently be formed starting from the corresponding acylated alkoxyamines using IBX as an oxidant. Stereoselective 5-exo and 6-exo reactions with these N-heteroatom-centered radicals leading to isoxazolidines and [1,2]oxazinanes are discussed. The N-O bond in the heterocycles can readily be cleaved with SmI2 to provide N-acylated 1,3-amino alcohols.

  DOI：

  10.1021/jo0509399
• 作为产物：
  描述：

  烯丙基正丁基甲醇 在 N-羟基邻苯二甲酰亚胺 、 偶氮二甲酸二异丙酯 、 三苯基膦 、 一水合肼 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以86%的产率得到O-(1-allylpentyl)hydroxylamine
  参考文献：
  名称：

  Stereoselective Cyclization Reactions of IBX-Generated Alkoxyamidyl Radicals

  摘要：

  [GRAPHICS]In this paper, a method for the generation of alkoxyamidyl radicals is presented. These N-centered radicals can efficiently be formed starting from the corresponding acylated alkoxyamines using IBX as an oxidant. Stereoselective 5-exo and 6-exo reactions with these N-heteroatom-centered radicals leading to isoxazolidines and [1,2]oxazinanes are discussed. The N-O bond in the heterocycles can readily be cleaved with SmI2 to provide N-acylated 1,3-amino alcohols.

  DOI：

  10.1021/jo0509399

文献信息

• Stereoselective Cyclization Reactions of IBX-Generated Alkoxyamidyl Radicals
  作者：Birgit Janza、Armido Studer

  DOI：10.1021/jo0509399

  日期：2005.8.1

  [GRAPHICS]In this paper, a method for the generation of alkoxyamidyl radicals is presented. These N-centered radicals can efficiently be formed starting from the corresponding acylated alkoxyamines using IBX as an oxidant. Stereoselective 5-exo and 6-exo reactions with these N-heteroatom-centered radicals leading to isoxazolidines and [1,2]oxazinanes are discussed. The N-O bond in the heterocycles can readily be cleaved with SmI2 to provide N-acylated 1,3-amino alcohols.