4-(1-Methoxyamino-ethyl)-heptan-4-ol | 134023-85-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(1-Methoxyamino-ethyl)-heptan-4-ol
• 英文别名: 4-[1-(Methoxyamino)ethyl]heptan-4-ol
• CAS: 134023-85-1
• 化学式: C₁₀H₂₃NO₂
• 分子量: 189.298
• InChiKey: WYVUUHVDHBZHQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  acetaldehyde O-methyl oxime 、 4-庚酮 在 四乙基对甲苯磺酸铵 作用下， 以 异丙醇 为溶剂， 以94%的产率得到4-(1-Methoxyamino-ethyl)-heptan-4-ol
  参考文献：
  名称：

  酮与O-甲基肟的电还原分子间偶联。合成2-氨基醇的便捷途径

  摘要：

  酮与O-甲基肟的电还原得到分子间偶联的产物2-甲氧基氨基醇，该产物容易还原为2-氨基醇。

  DOI：

  10.1016/s0040-4039(00)79486-x

文献信息

• Electroorganic Chemistry. 144. Electroreductive Coupling of Ketones with O-Methyl Oximes, N,N-Dimethylhydrazones, and Nitrones. A Convenient Route to Synthesis of .beta.-Amino Alcohol
  作者：Tatsuya Shono、Naoki Kise、Taku Fujimoto、Ayuko Yamanami、Ryoji Nomura

  DOI：10.1021/jo00086a023

  日期：1994.4

  The intermolecular coupling of a variety of ketones with some types of O-methyl oximes took place when a mixture of both components was electrochemically reduced in i-PrOH with an Sn cathode. The product, beta-methoxyamino alcohol was easily converted to beta-amino alcohol by simple reduction. A chiral ligand effective for the enantioselective addition of diethylzinc to an aldehyde was easily obtained from the product formed by the electroreductive coupling of (-)-menthone with O-methylacetaldoxime. The intermolecular coupling of a ketone with a N,N-dimethylhydrazone or nitrone was also promoted by the electroreduction. Furthermore, the electroreductive coupling of a carbonyl group with an intramolecular O-methyl oxime moiety gave the corresponding cyclized product stereoselectively.