(R,E)-ethyl 2-[(tert-butylsulfinyl)imino]-2-(4-methoxyphenyl)acetate | 1289642-98-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (R,E)-ethyl 2-[(tert-butylsulfinyl)imino]-2-(4-methoxyphenyl)acetate
• 英文别名: ethyl (2E)-2-[(R)-tert-butylsulfinyl]imino-2-(4-methoxyphenyl)acetate
• CAS: 1289642-98-3
• 化学式: C₁₅H₂₁NO₄S
• 分子量: 311.402
• InChiKey: HHGLAEYDULAJJR-RDOKFVIMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  84.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (R,E)-ethyl 2-[(tert-butylsulfinyl)imino]-2-(4-methoxyphenyl)acetate 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以86%的产率得到(R)-ethyl 2-(4-methoxyphenyl)-2-[(R)-1,1-dimethylethylsulfinamido]acetate
  参考文献：
  名称：

  Asymmetric Synthesis of α-Amino Acids by Reduction of N-tert-Butanesulfinyl Ketimine Esters

  摘要：

  A highly regio- and diastereoselective reduction of various N-tert-butanesulfinyl ketimine esters with L-Selectride resulting in the formation of alpha-amino acids is reported. This method is quite general and also practical for the preparation of both enantiomers of aryl or aliphatic a-amino acids in high yields.

  DOI：

  10.1021/jo200401a
• 作为产物：
  描述：

  乙酯4-甲氧基苯并基甲酸盐 、 (R)-(+)-叔丁基亚磺酰胺 在 titanium(IV) tetraethanolate 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以72%的产率得到(R,E)-ethyl 2-[(tert-butylsulfinyl)imino]-2-(4-methoxyphenyl)acetate
  参考文献：
  名称：

  Asymmetric Synthesis of α-Amino Acids by Reduction of N-tert-Butanesulfinyl Ketimine Esters

  摘要：

  A highly regio- and diastereoselective reduction of various N-tert-butanesulfinyl ketimine esters with L-Selectride resulting in the formation of alpha-amino acids is reported. This method is quite general and also practical for the preparation of both enantiomers of aryl or aliphatic a-amino acids in high yields.

  DOI：

  10.1021/jo200401a

文献信息

• Asymmetric Synthesis of α-Amino Acids by Reduction of <i>N</i>-<i>tert</i>-Butanesulfinyl Ketimine Esters
  作者：Leleti Rajender Reddy、Aditya P. Gupta、Yugang Liu

  DOI：10.1021/jo200401a

  日期：2011.5.6

  A highly regio- and diastereoselective reduction of various N-tert-butanesulfinyl ketimine esters with L-Selectride resulting in the formation of alpha-amino acids is reported. This method is quite general and also practical for the preparation of both enantiomers of aryl or aliphatic a-amino acids in high yields.