(S)-mesityl-2-(methyl(phenyl)amino)-2-oxoethyl 3-phenylpropanoate | 1613740-06-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-mesityl-2-(methyl(phenyl)amino)-2-oxoethyl 3-phenylpropanoate
• 英文别名: [(1S)-2-(N-methylanilino)-2-oxo-1-(2,4,6-trimethylphenyl)ethyl] 3-phenylpropanoate
• CAS: 1613740-06-9
• 化学式: C₂₇H₂₉NO₃
• 分子量: 415.532
• InChiKey: GPTQINGPKODYNK-SANMLTNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  31
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4,6-三甲基苯乙酮酸 在 草酰氯 、 bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate 、 (R)-1-[(R_P)-2-(dibenzofuryl)ferrocenyl]ethylbis(tertbutyl)phosphine 、 氢气 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 52.33h， 生成 (S)-mesityl-2-(methyl(phenyl)amino)-2-oxoethyl 3-phenylpropanoate
  参考文献：
  名称：

  Rh(I)-Catalyzed Intermolecular Hydroacylation: Enantioselective Cross-Coupling of Aldehydes and Ketoamides

  摘要：

  Under Rh(I) catalysis, alpha-ketoamides undergo intermolecular hydroacylation with aliphatic aldehydes. A newly designed Josiphos ligand enables access to alpha-acyloxyamides with high atom-economy and enantioselectivity. On the basis of mechanistic and kinetic studies, we propose a pathway in which rhodium plays a dual role in activating the aldehyde for cross-coupling. A stereochemical model is provided to rationalize the sense of enantioinduction observed.

  DOI：

  10.1021/ja504296x

文献信息

• Rh(I)-Catalyzed Intermolecular Hydroacylation: Enantioselective Cross-Coupling of Aldehydes and Ketoamides
  作者：Kevin G. M. Kou、Diane N. Le、Vy M. Dong

  DOI：10.1021/ja504296x

  日期：2014.7.2

  Under Rh(I) catalysis, alpha-ketoamides undergo intermolecular hydroacylation with aliphatic aldehydes. A newly designed Josiphos ligand enables access to alpha-acyloxyamides with high atom-economy and enantioselectivity. On the basis of mechanistic and kinetic studies, we propose a pathway in which rhodium plays a dual role in activating the aldehyde for cross-coupling. A stereochemical model is provided to rationalize the sense of enantioinduction observed.