(R)-ethyl 2-(phenanthren-9-yl)-2-[(R)-1,1-dimethylethylsulfinamido]acetate | 1289643-15-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (R)-ethyl 2-(phenanthren-9-yl)-2-[(R)-1,1-dimethylethylsulfinamido]acetate
• 英文别名: ethyl (2R)-2-[[(R)-tert-butylsulfinyl]amino]-2-phenanthren-9-ylacetate
• CAS: 1289643-15-7
• 化学式: C₂₂H₂₅NO₃S
• 分子量: 383.511
• InChiKey: MNXCLEUMCOQCGZ-NFQMXDRXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙基氧代(9-菲基)乙酸酯 在 titanium(IV) tetraethanolate 、 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 生成 (R)-ethyl 2-(phenanthren-9-yl)-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

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.