dihydroconiferyl dihydro-p-coumarate

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: dihydroconiferyl dihydro-p-coumarate
• 英文别名: coniferyl p-coumarate；3-(4-Hydroxy-3-methoxyphenyl)propyl 3-(4-hydroxyphenyl)propanoate
• 化学式: C₁₉H₂₂O₅
• 分子量: 330.381
• InChiKey: ZXQHQUXJMNGVJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  反式-3-(4-羟基-3-甲氧基苯基)-2-丙烯-1-醇 在 palladium on activated charcoal 哌嗪 、 4-二甲氨基吡啶 、 氢气 、 碳酸氢钠 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 32.0h， 生成 dihydroconiferyl dihydro-p-coumarate
  参考文献：
  名称：

  p-coumaroylated syringyl units in maize lignin: Implications for β-ether cleavage by thioacidolysis

  摘要：

  Recent NMR studies of lignin isolated from maize demonstrated that p-coumarate esters are attached exclusively to the gamma-position of phenylpropane side chains. Thioacidolysis/desulphuration experiments have revealed that p-coumarate units are attached primarily (ca 90%) to syringyl moieties in maize lignin. In model studies with guaiacylglycerol and syringylglycerol-beta-guaiacyl ethers, cleavage of beta-ether linkages by thioacidolysis was reduced 40% by gamma-acylation of phenylpropane side chains with p-coumarate. Our results indicate that gamma-p-coumarate esters significantly reduce the yields of syringyl products recovered after thioacidolysis of grass lignins.

  DOI：

  10.1016/s0031-9422(96)00431-1

文献信息

• p-coumaroylated syringyl units in maize lignin: Implications for β-ether cleavage by thioacidolysis
  作者：John H. Grabber、Stephane Quideau、John Ralph

  DOI：10.1016/s0031-9422(96)00431-1

  日期：1996.12

  Recent NMR studies of lignin isolated from maize demonstrated that p-coumarate esters are attached exclusively to the gamma-position of phenylpropane side chains. Thioacidolysis/desulphuration experiments have revealed that p-coumarate units are attached primarily (ca 90%) to syringyl moieties in maize lignin. In model studies with guaiacylglycerol and syringylglycerol-beta-guaiacyl ethers, cleavage of beta-ether linkages by thioacidolysis was reduced 40% by gamma-acylation of phenylpropane side chains with p-coumarate. Our results indicate that gamma-p-coumarate esters significantly reduce the yields of syringyl products recovered after thioacidolysis of grass lignins.