(S,E)-ethyl 2-[(tert-butylsulfinyl)imino]-3-methylbutanoate | 1289643-07-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S,E)-ethyl 2-[(tert-butylsulfinyl)imino]-3-methylbutanoate
• 英文别名: ethyl (2E)-2-[(S)-tert-butylsulfinyl]imino-3-methylbutanoate
• CAS: 1289643-07-7
• 化学式: C₁₁H₂₁NO₃S
• 分子量: 247.359
• InChiKey: YPFQEBBJBPBNDP-YHVDPYDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  74.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S,E)-ethyl 2-[(tert-butylsulfinyl)imino]-3-methylbutanoate 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以85%的产率得到(S)-ethyl 2-[(S)-1,1-dimethylethylsulfinamido]-3-methylbutanoate
  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：

  3-甲基-2-氧代丁酰乙酯 、 S-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80%的产率得到(S,E)-ethyl 2-[(tert-butylsulfinyl)imino]-3-methylbutanoate
  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.