N',N-bis(ethoxycarbonyl)-3-hydrazino-2-butanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N',N-bis(ethoxycarbonyl)-3-hydrazino-2-butanone
• 英文别名: ethyl N-(ethoxycarbonylamino)-N-[(2R)-3-oxobutan-2-yl]carbamate
• 化学式: C₁₀H₁₈N₂O₅
• 分子量: 246.263
• InChiKey: AOOQWRSARAPJHB-SSDOTTSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  二乙基偶氮二羧酸酯 、 丁酮 在 L-脯氨酸 作用下， 以 乙腈 为溶剂， 反应 10.0h， 生成 N',N-bis(ethoxycarbonyl)-3-hydrazino-2-butanone 、 N',N-bis(ethoxycarbonyl)-3-hydrazino-2-butanone 、 N,N'-bis(ethoxycarbonyl)-1-hydrazino-2-butanone
  参考文献：
  名称：

  Direct l-Proline-Catalyzed Asymmetric α-Amination of Ketones

  摘要：

  The first direct catalytic asymmetric alpha-amination of ketones catalyzed by l-proline has been developed. The reactions proceed with various azodicarboxylates as the nitrogen source in high yields and excellent enantioselectivities (up to 99% ee). The scope and potential of the reaction are demonstrated by further transformation of the alpha-hydrazino ketones formed to both optically active syn and anti-alpha-amino alcohol derivatives.

  DOI：

  10.1021/ja026412k

文献信息

• Direct <scp>l</scp>-Proline-Catalyzed Asymmetric α-Amination of Ketones
  作者：Nagaswamy Kumaragurubaran、Karsten Juhl、Wei Zhuang、Anders Bøgevig、Karl Anker Jørgensen

  DOI：10.1021/ja026412k

  日期：2002.6.1

  The first direct catalytic asymmetric alpha-amination of ketones catalyzed by l-proline has been developed. The reactions proceed with various azodicarboxylates as the nitrogen source in high yields and excellent enantioselectivities (up to 99% ee). The scope and potential of the reaction are demonstrated by further transformation of the alpha-hydrazino ketones formed to both optically active syn and anti-alpha-amino alcohol derivatives.