Propan-2-yl 2-nitro-3-(4-nitrophenyl)propanoate | 1346223-54-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Propan-2-yl 2-nitro-3-(4-nitrophenyl)propanoate
• CAS: 1346223-54-8
• 化学式: C₁₂H₁₄N₂O₆
• 分子量: 282.253
• InChiKey: DHJXSKOFAFYLCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 Propan-2-yl 2-nitro-3-(4-nitrophenyl)propanoate 在 potassium phosphate 作用下， 以 乙醚 为溶剂， 反应 20.0h， 以62%的产率得到isopropyl 3-hydroxy-2-nitro-2-(4-nitrobenzyl)propanoate
  参考文献：
  名称：

  Hydroxymethylation of α-substituted nitroacetates

  摘要：

  Only 1 mol % of K3PO4 is efficient enough to catalyze the hydroxymethylation of alpha-substituted nitroacetates in good to excellent yield. Both aliphatic and aryl substituted nitroacetates work well under this reaction. The first catalytic asymmetric version of this reaction also reported that 10 mol % of cupreidine could catalyze this reaction up to 71% ee and 89% yield. Paraformaldehyde and formalin could both serve as the hydroxymethylation C1 unit. The synthetic application of products is also demonstrated. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.020

文献信息

• A Catalyst-Free, One-Pot Three-Component Aminomethylation of α-Substituted Nitroacetates: Theoretical and Experimental Studies into the Rate-Accelerating Effects of the Solvent Methanol
  作者：Cong-Bin Ji、Zhong-Yan Cao、Xin Wang、De-Yin Wu、Jian Zhou

  DOI：10.1002/asia.201300053

  日期：2013.5

  3, 2, 1 go! An unprecedented one‐pot, catalyst‐free, three‐component aminomethylation of α‐substituted nitroacetates, formalin, and amines has been reported, thereby enabling the highly efficient synthesis of α,β‐diamino acid precursors with great structural diversity.

  3、2、1走！据报道，α-取代的硝基乙酸盐，福尔马林和胺具有前所未有的单反应，无催化剂，三组分氨基甲基化的特点，从而可以高效合成具有很大结构多样性的α，β-二氨基酸前体。