methyl 2-phenyl-2-(1-phenylethylamino)acetate | 1163726-14-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-phenyl-2-(1-phenylethylamino)acetate
• 英文别名: methyl (2S)-2-phenyl-2-[[(1R)-1-phenylethyl]amino]acetate
• CAS: 1163726-14-4
• 化学式: C₁₇H₁₉NO₂
• 分子量: 269.343
• InChiKey: RAXNXVSZSKUIIH-CJNGLKHVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  methyl (R)-2-phenyl-2-((1-phenylethyl)imino)acetate 在 4-chloro-N-[(1R,2S)-1-hydroxy-1-phenylpropan-2-yl]-N-methylpyridine-2-carboxamide 、 三氯硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以73%的产率得到methyl 2-phenyl-2-(1-phenylethylamino)acetate
  参考文献：
  名称：

  Highly Stereoselective Metal-Free Catalytic Reduction of Imines: An Easy Entry to Enantiomerically Pure Amines and Natural and Unnatural α-Amino Esters

  摘要：

  A highly efficient catalytic stereoselective ketimine reduction is described. The combination of an inexpensive chiral organocatalyst, easily prepared in a single step, and of a very cheap removable chiral auxiliary allowed us to obtain enantiomerically pure amino compounds. The methodology allowed synthesis of chiral secondary and primary amines and natural and unnatural amino esters in high yields often with total control of the absolute stereochemistry.

  DOI：

  10.1021/ol900945h

文献信息

• Highly Stereoselective Metal-Free Catalytic Reduction of Imines: An Easy Entry to Enantiomerically Pure Amines and Natural and Unnatural α-Amino Esters
  作者：Stefania Guizzetti、Maurizio Benaglia、Sergio Rossi

  DOI：10.1021/ol900945h

  日期：2009.7.2

  A highly efficient catalytic stereoselective ketimine reduction is described. The combination of an inexpensive chiral organocatalyst, easily prepared in a single step, and of a very cheap removable chiral auxiliary allowed us to obtain enantiomerically pure amino compounds. The methodology allowed synthesis of chiral secondary and primary amines and natural and unnatural amino esters in high yields often with total control of the absolute stereochemistry.