methyl 1-(1-(3-methoxyphenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate | 1092784-94-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: methyl 1-(1-(3-methoxyphenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate
• 英文别名: methyl (1R)-1-[(1S)-1-(3-methoxyphenyl)-2-nitroethyl]-2-oxocyclopentane-1-carboxylate
• CAS: 1092784-94-5
• 化学式: C₁₆H₁₉NO₆
• 分子量: 321.33
• InChiKey: NETJPBPOZSSFQZ-XJKSGUPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  1-(3-甲氧苯基)-2-硝基乙烯 、 2-甲氧羰基环戊酮 在 (4S,5S)-2-[3,5-bis[(4S,5S)-4,5-diphenyl-4,5-dihydro-1H-imidazol-2-yl]phenyl]-4,5-diphenyl-4,5-dihydro-1H-imidazole 作用下， 以 甲苯 为溶剂， 反应 31.0h， 以98%的产率得到methyl 1-(1-(3-methoxyphenyl)-2-nitroethyl)-2-oxocyclopentanecarboxylate
  参考文献：
  名称：

  C3-Symmetric chiral trisimidazoline: the role of a third imidazoline and its application to the nitro Michael reaction and the α-amination of β-ketoesters

  摘要：

  We describe the necessity of the C-3-symmetry and the role of a third imidazoline of trisimidazoline 3, which was recently developed by us as a new entry of organocatalyst. The utility of 3 as a Bronsted base catalyst in the nitro Michael reaction and the alpha-amination of beta-ketoesters was shown, and the re-cyclability of the catalyst was also demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.005

文献信息

• Simple primary β-amino alcohols as organocatalysts for the asymmetric Michael addition of β-keto esters to nitroalkenes
  作者：Zubeda Begum、Haruka Sannabe、Chigusa Seki、Yuko Okuyama、Eunsang Kwon、Koji Uwai、Michio Tokiwa、Suguru Tokiwa、Mitsuhiro Takeshita、Hiroto Nakano

  DOI：10.1039/d0ra09041g

  日期：——

  Simple primary β-amino alcohols act as an efficient organocatalysts in the asymmetric Michael addition of β-keto esters with nitroalkenes affording highly pure chiral Michael adducts. Also, both enantiomers of the adducts were obtained, depending on the specific catalyst used and reaction temperature.

  简单的伯 β-氨基醇在 β-酮酯与硝基烯烃的不对称迈克尔加成中充当有效的有机催化剂，提供高纯度的手性迈克尔加合物。此外，根据所使用的具体催化剂和反应温度，获得了加合物的两种对映体。
• Sugar Based γ-Amino Alcohol Organocatalyst for Asymmetric Michael Addition of β-Keto Esters with Nitroolefins
  作者：Hiroto Nakano、Divakar Ganesan、Madhu Chennapuram、Zubeda Begum、Chigusa Seki、Yuko Okuyama、Eunsang Kwon、Koji Uwai、Michio Tokiwa、Suguru Tokiwa、Mitsuhiro Takeshita

  DOI：10.3987/com-19-14172

  日期：——

  Division of Sustainable and Environmental Engineering, Graduate School of Engineering, Muroran Institute of Technology, 27-1 Mizumoto-cho, Muroran 050-8585, E-mail: [e-mail] Tohoku Medical and Pharmaceutical University, 4-4-1 Komatsushima, Aoba-Ku, Sendai 981-8558, Japan, E-mail: [e-mail] Research and Analytical Center for Giant Molecules, Graduate School of Sciences

  室兰工业大学工学研究生院可持续与环境工学部，室兰水本町27-1 050-8585，电子邮件：[e-mail] 东北医科大学， 4-4-1 Komatsushima, Aoba-Ku, Sendai 981-8558, Japan, E-mail: [e-mail] 东北大学研究生院大分子研究和分析中心, 6-3 Aoba, Aramaki, Aoba-Ku, Sendai 980-8578, Japan, E-mail: [e-mail] Tokiwakai Group, 62 Numajiri Tsuduri-Chou Uchigo Iwaki 973-8053, Japan, E-mail: hisyo@tokiwa.或.jp
• Fine‐Tunable Organocatalysts Bearing Multiple Hydrogen‐Bonding Donors for Construction of Adjacent Quaternary and Tertiary Stereocenters via a Michael Reaction
  作者：Zhi‐Hai Zhang、Xiu‐Qin Dong、Dong Chen、Chun‐Jiang Wang

  DOI：10.1002/chem.200801420

  日期：2008.10.10
• C3-Symmetric chiral trisimidazoline: the role of a third imidazoline and its application to the nitro Michael reaction and the α-amination of β-ketoesters
  作者：Kenichi Murai、Shunsuke Fukushima、Akira Nakamura、Masato Shimura、Hiromichi Fujioka

  DOI：10.1016/j.tet.2011.05.005

  日期：2011.7

  We describe the necessity of the C-3-symmetry and the role of a third imidazoline of trisimidazoline 3, which was recently developed by us as a new entry of organocatalyst. The utility of 3 as a Bronsted base catalyst in the nitro Michael reaction and the alpha-amination of beta-ketoesters was shown, and the re-cyclability of the catalyst was also demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.