butane-1,3-diyl bis(2-(hydroxy(pyridin-2-yl)methyl)acrylate) | 1311377-47-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: butane-1,3-diyl bis(2-(hydroxy(pyridin-2-yl)methyl)acrylate)
• CAS: 1311377-47-5
• 化学式: C₂₂H₂₄N₂O₆
• 分子量: 412.442
• InChiKey: BYJFAQPUWJPNCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  118.84
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  吡啶-2-甲醛 、 二丙烯酸1,3-丁二醇酯 在 三乙烯二胺 、 甲醇 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以83%的产率得到butane-1,3-diyl bis(2-(hydroxy(pyridin-2-yl)methyl)acrylate)
  参考文献：
  名称：

  Synthesis of Side-Chain Functional Polyesters via Baylis–Hillman Polymerization

  摘要：

  Strategies that allow access to side-chain functional polyesters are valuable as they would enable to engineer the properties of these hydrolytically degradable materials. This contribution explores the feasibility of a novel approach toward side-chain functional polyesters that is based on the Baylis-Hillman reaction, which involves the base-catalyzed condensation of an aldehyde and an acrylate building block to produce an alpha-methylene-beta-hydroxycarbonyl compound. Using 1,3-butanediol acrylate and 2,6-pyridinecarboxaldehyde as monomers and DABCO as catalyst, polymers with a degree of polymerization of up to 25 could be prepared. These polymers are attractive as they contain chemically orthogonal side-chain hydroxyl and vinyl groups that can be further modified. In the first experiments, it was demonstrated that the side-chain hydroxyl and vinyl groups can be quantitatively postmodified with phenyl isocyanate and methyl-3-mercaptopropionate, respectively. As the Baylis-Hillman polymerization does not require the use of side-chain protected monomers, this route may represent an interesting alternative strategy for the preparation of side-chain functional polyesters.

  DOI：

  10.1021/ma2006238