1,3-di-O-Cinnamoyl-glycerol | 68146-47-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1,3-di-O-Cinnamoyl-glycerol
• 英文别名: [2-Hydroxy-3-(3-phenylprop-2-enoyloxy)propyl] 3-phenylprop-2-enoate；[2-hydroxy-3-(3-phenylprop-2-enoyloxy)propyl] 3-phenylprop-2-enoate
• CAS: 68146-47-4
• 化学式: C₂₁H₂₀O₅
• 分子量: 352.387
• InChiKey: WJAOMUJLXZIEEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲基磺酰氯 、 1,3-di-O-Cinnamoyl-glycerol 在 吡啶 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 (E)-3-Phenyl-acrylic acid 2-methanesulfonyloxy-3-[(E)-(3-phenyl-acryloyl)oxy]-propyl ester
  参考文献：
  名称：

  Synthesis and antitumor activity of sulfonates based on glycerin and ethylene glycol

  摘要：

  DOI：

  10.1007/bf00778054
• 作为产物：
  描述：

  mono-cinnamoyl glycerol 、 肉桂酸 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 生成 1,3-di-O-Cinnamoyl-glycerol
  参考文献：
  名称：

  肉桂酰基甘油形成的动力学

  摘要：

  AbstractThe esterifications of glycerol with cinnamic acid, 2‐methoxy cinnamic acid, and 4‐methoxy cinnamic acid were investigated in batch reactions. Conversions of over 50% were achieved for cinnamic acid and 4‐methoxy cinnamic acid within 8 h. After 24 h, conversions of over 80% were obtained for cinnamic acid and 4‐methoxy cinnamic acid. Conversions of 33 and 40% were observed for 2‐methoxy cinnamic acid after 8 and 24 h, respectively. These reactions were modeled by a system of sequential first‐order rate expressions. Kinetic parameters were estimated from experimental data fit to the model equations.

  DOI：

  10.1007/s11746-007-1189-3

文献信息

• Kinetics of Cinnamoyl Glycerol Formation
  作者：Ronald A. Holser

  DOI：10.1007/s11746-007-1189-3

  日期：2008.3

  AbstractThe esterifications of glycerol with cinnamic acid, 2‐methoxy cinnamic acid, and 4‐methoxy cinnamic acid were investigated in batch reactions. Conversions of over 50% were achieved for cinnamic acid and 4‐methoxy cinnamic acid within 8 h. After 24 h, conversions of over 80% were obtained for cinnamic acid and 4‐methoxy cinnamic acid. Conversions of 33 and 40% were observed for 2‐methoxy cinnamic acid after 8 and 24 h, respectively. These reactions were modeled by a system of sequential first‐order rate expressions. Kinetic parameters were estimated from experimental data fit to the model equations.
• Synthesis and antitumor activity of sulfonates based on glycerin and ethylene glycol
  作者：G. B. Afanas'eva、Z. M. Baskakova、Z. G. Tonkogolosyuk、S. A. Degteva

  DOI：10.1007/bf00778054

  日期：1978.8