isopropyl 2-(hydroxymethyl)-2-nitrohexanoate | 1346223-32-2

• 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: isopropyl 2-(hydroxymethyl)-2-nitrohexanoate
• 英文别名: Propan-2-yl 2-(hydroxymethyl)-2-nitrohexanoate；propan-2-yl 2-(hydroxymethyl)-2-nitrohexanoate
• CAS: 1346223-32-2
• 化学式: C₁₀H₁₉NO₅
• 分子量: 233.265
• InChiKey: OPDKROZAPFMIGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  92.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Propan-2-yl 2-nitrohexanoate 、 聚合甲醛 在 potassium phosphate 作用下， 以 乙醚 为溶剂， 反应 4.0h， 以95%的产率得到isopropyl 2-(hydroxymethyl)-2-nitrohexanoate
  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

• Hydroxymethylation of α-substituted nitroacetates
  作者：Cong-Bin Ji、Yun-Lin Liu、Zhong-Yan Cao、Yi-Yu Zhang、Jian Zhou

  DOI：10.1016/j.tetlet.2011.09.020

  日期：2011.11

  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.