(3S,4S)-tert-butyl 3-(4'-methoxybenzyl)-5-nitro-2-oxo-4-phenylpentanoate | 1245908-03-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (3S,4S)-tert-butyl 3-(4'-methoxybenzyl)-5-nitro-2-oxo-4-phenylpentanoate
• 英文别名: tert-butyl (3S,4S)-3-[(4-methoxyphenyl)methyl]-5-nitro-2-oxo-4-phenylpentanoate
• CAS: 1245908-03-5
• 化学式: C₂₃H₂₇NO₆
• 分子量: 413.47
• InChiKey: IDHSWMVIYRBJNY-VQTJNVASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  98.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  反式硝基苯乙烯 、 tert-butyl 4-(4'-methoxyphenyl)-2-oxobutanoate 在 C₃₈H₆₂N₂*Cl^(1-)*Cu⁽²⁺⁾*HO^(1-) 作用下， 以 异丙醇 为溶剂， 反应 6.0h， 生成 tert-butyl 3-(4'-methoxybenzyl)-5-nitro-2-oxo-4-phenylpentanoate 、 (3S,4S)-tert-butyl 3-(4'-methoxybenzyl)-5-nitro-2-oxo-4-phenylpentanoate
  参考文献：
  名称：

  Asymmetric conjugate addition of α-keto esters to nitroolefins catalyzed by chiral CuII hydroxo complexes

  摘要：

  As a part of our research project on hard anion-late transition metal complexes as mild acid-base catalysts, we describe herein that Cu-II hydroxo complexes having chiral N-substituted-diaminocyclohexanes are mild and selective catalysts, which are applicable to the catalytic asymmetric conjugate addition of alpha-keto esters to nitroolefins. The reaction proceeded diastereoselectively without the detectable formation of self-aldol products, affording the corresponding coupling products with anti-stereochemistry in an enantioselective manner. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.04.009

文献信息

• Asymmetric conjugate addition of α-keto esters to nitroolefins catalyzed by chiral CuII hydroxo complexes
  作者：Ayako Nakamura、Sylvain Lectard、Ryo Shimizu、Yoshitaka Hamashima、Mikiko Sodeoka

  DOI：10.1016/j.tetasy.2010.04.009

  日期：2010.7

  As a part of our research project on hard anion-late transition metal complexes as mild acid-base catalysts, we describe herein that Cu-II hydroxo complexes having chiral N-substituted-diaminocyclohexanes are mild and selective catalysts, which are applicable to the catalytic asymmetric conjugate addition of alpha-keto esters to nitroolefins. The reaction proceeded diastereoselectively without the detectable formation of self-aldol products, affording the corresponding coupling products with anti-stereochemistry in an enantioselective manner. (C) 2010 Elsevier Ltd. All rights reserved.