(18)O-hydroxylamine | 1361044-53-2

• 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: (18)O-hydroxylamine
• 英文别名: N-(1-phenylethyl)hydroxylamine
• CAS: 1361044-53-2
• 化学式: C₈H₁₁NO
• 分子量: 139.182
• InChiKey: RRJRFNUPXQLYHX-HRVHXUPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯丙酮酸 、 (18)O-hydroxylamine 以 二甲基亚砜 为溶剂， 反应 20.0h， 生成 2-phenyl-N-(1-phenylethyl)acetamide
  参考文献：
  名称：

  The Mechanism of the α-Ketoacid-Hydroxylamine Amide-Forming Ligation

  摘要：

  Three-ring circus! Surprisingly complex molecular acrobatics are observed in the mechanism of the α-ketoacid-hydroxylamine amide-forming ligation reaction. Although this remarkable reaction can already be used for the chemoselective union of large, unprotected peptide fragments the elucidated mechanism provides important clues to extending its application to larger and more complex biological targets.

  DOI：

  10.1002/anie.201107198
• 作为产物：
  描述：

  苯乙酮 在 盐酸 、 亚硝酸钠-18O2 、 dimethyl sulfide borane 、 sodium cyanoborohydride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 4.0h， 生成 (18)O-hydroxylamine
  参考文献：
  名称：

  The Mechanism of the α-Ketoacid-Hydroxylamine Amide-Forming Ligation

  摘要：

  Three-ring circus! Surprisingly complex molecular acrobatics are observed in the mechanism of the α-ketoacid-hydroxylamine amide-forming ligation reaction. Although this remarkable reaction can already be used for the chemoselective union of large, unprotected peptide fragments the elucidated mechanism provides important clues to extending its application to larger and more complex biological targets.

  DOI：

  10.1002/anie.201107198

文献信息

• The Mechanism of the α-Ketoacid-Hydroxylamine Amide-Forming Ligation
  作者：Ivano Pusterla、Jeffrey W. Bode

  DOI：10.1002/anie.201107198

  日期：2012.1.9

  Three-ring circus! Surprisingly complex molecular acrobatics are observed in the mechanism of the α-ketoacid-hydroxylamine amide-forming ligation reaction. Although this remarkable reaction can already be used for the chemoselective union of large, unprotected peptide fragments the elucidated mechanism provides important clues to extending its application to larger and more complex biological targets.