2-nitro-1-phenylpentan-1-one | 91133-75-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-nitro-1-phenylpentan-1-one
• 英文别名: 2-Nitro-1-phenyl-pentan-1-on
• CAS: 91133-75-4
• 化学式: C₁₁H₁₃NO₃
• 分子量: 207.229
• InChiKey: RXTITFHNXYHRGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-nitro-1-phenylpentan-1-one 、 丁烯酮 在 Oct-Arg(Pbf)-D-Pro-Aib-His(Bn)-Phe-OMe 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 2-propyl-2-nitro-1-phenylhexane-1,5-dione 、 2-propyl-2-nitro-1-phenylhexane-1,5-dione
  参考文献：
  名称：

  Asymmetric Michael addition of α-nitro-ketones using catalytic peptides

  摘要：

  Peptide-based catalysts have been developed that promote the asymmetric Michael addition of nitroalkanes. The most effective peptides contain a beta-turn structural element as well as a basic histidine and an arylsulfonamide-protected arginine. Excellent yields with enantioselectivities of up to 74% ee have been observed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.073
• 作为产物：
  描述：

  nitrobutane lithium salt 、 N-苯甲酰咪唑 以 二甲基亚砜 为溶剂， 反应 1.0h， 以71%的产率得到2-nitro-1-phenylpentan-1-one
  参考文献：
  名称：

  Asymmetric Michael addition of α-nitro-ketones using catalytic peptides

  摘要：

  Peptide-based catalysts have been developed that promote the asymmetric Michael addition of nitroalkanes. The most effective peptides contain a beta-turn structural element as well as a basic histidine and an arylsulfonamide-protected arginine. Excellent yields with enantioselectivities of up to 74% ee have been observed. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.01.073

文献信息

• Preparation of α-Nitroketones. C-Acylation of Primary Nitroparaffins¹
  作者：G. Bryant Bachman、Takeo Hokama

  DOI：10.1021/ja01527a031

  日期：1959.9
• Asymmetric Michael addition of α-nitro-ketones using catalytic peptides
  作者：Brian R. Linton、Michael H. Reutershan、Christopher M. Aderman、Elizabeth A. Richardson、Kristen R. Brownell、Charles W. Ashley、Catherine A. Evans、Scott J. Miller

  DOI：10.1016/j.tetlet.2007.01.073

  日期：2007.3

  Peptide-based catalysts have been developed that promote the asymmetric Michael addition of nitroalkanes. The most effective peptides contain a beta-turn structural element as well as a basic histidine and an arylsulfonamide-protected arginine. Excellent yields with enantioselectivities of up to 74% ee have been observed. (c) 2007 Elsevier Ltd. All rights reserved.