2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-dimethoxyphenyl)acetate | 1104307-60-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-dimethoxyphenyl)acetate
• 英文别名: [2-(2-methoxy-2-oxoethyl)phenyl] 2-(3,4-dimethoxyphenyl)acetate
• CAS: 1104307-60-9
• 化学式: C₁₉H₂₀O₆
• 分子量: 344.364
• InChiKey: NJBTYIIVFODGIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯乙酸 、 2-羟基苯乙酸甲酯 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-dimethoxyphenyl)acetate
  参考文献：
  名称：

  Synthesis and Crystal Structure of a Depside Derivative 2-(2-Methoxy-2-oxoethyl)phenyl 2-(3,4-Dimethoxyphenyl)acetate

  摘要：

  通过简便的方法高产率合成了一种去苷衍生物 2-(2-甲氧基-2-氧代乙基)苯基 2-(3,4-二甲氧基苯基)乙酸酯（3）。1H NMR、13C NMR、ESI 质谱、元素分析和 X 射线单晶衍射研究证实了其结构。晶体结构分析表明，化合物 3 结晶为单斜晶系，空间群为 P21/c，单胞参数如下：a = 10.173(2) 埃，b = 10.459(2) 埃，c = 16.516(3) Å, α = 90°, β = 102.30(3)°, γ = 90°, V = 1717.0(6) Å3, Z = 4.通过简便的方法高产率合成了一种去苷衍生物 2-(2-甲氧基-2-氧代乙基)苯基 2-(3,4-二甲氧基苯基)乙酸酯（3）。晶体结构分析表明，化合物 3 结晶为单斜晶系，空间群为 P21/c，单胞参数如下：a = 10.173(2) 埃，b = 10.459(2) Å, c = 16.516(3) Å, α = 90°, β  = 102.30(3)°, γ = 90°, V = 1717.0(6) Å3, Z = 4.

  DOI：

  10.1007/s10870-009-9622-0

文献信息

• Synthesis and Crystal Structure of a Depside Derivative 2-(2-Methoxy-2-oxoethyl)phenyl 2-(3,4-Dimethoxyphenyl)acetate
  作者：Peng-Cheng Lv、Kai-Rui Wang、Wen-Jun Mao、Rui-Qin Fang、Jin Chen、Jing Xiong、Hai-Liang Zhu

  DOI：10.1007/s10870-009-9622-0

  日期：2009.12

  A depside derivative, 2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-dimethoxyphenyl)acetate (3), was synthesized through a facile approach in high yields. Its structure was confirmed by 1H NMR, 13C NMR, ESI mass spectra, elemental analyses and X-ray single crystal diffraction study. Crystal structure analysis revealed that compound 3 crystallized in the monoclinic, space group P21/c with the following unit cell parameters: a = 10.173(2) Å, b = 10.459(2) Å, c = 16.516(3) Å, α = 90°, β = 102.30(3)°, γ = 90°, V = 1717.0(6) Å3, Z = 4. A depside derivative, 2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-dimethoxyphenyl)acetate (3), was synthesized through a facile approach in high yields. Crystal structure analysis revealed that compound 3 crystallized in the monoclinic, space group P21/c with the following unit cell parameters: a = 10.173(2) Å, b = 10.459(2) Å, c = 16.516(3) Å, α = 90°, β  = 102.30(3)°, γ = 90°, V = 1717.0(6) Å3, Z = 4.

  通过简便的方法高产率合成了一种去苷衍生物 2-(2-甲氧基-2-氧代乙基)苯基 2-(3,4-二甲氧基苯基)乙酸酯（3）。1H NMR、13C NMR、ESI 质谱、元素分析和 X 射线单晶衍射研究证实了其结构。晶体结构分析表明，化合物 3 结晶为单斜晶系，空间群为 P21/c，单胞参数如下：a = 10.173(2) 埃，b = 10.459(2) 埃，c = 16.516(3) Å, α = 90°, β = 102.30(3)°, γ = 90°, V = 1717.0(6) Å3, Z = 4.通过简便的方法高产率合成了一种去苷衍生物 2-(2-甲氧基-2-氧代乙基)苯基 2-(3,4-二甲氧基苯基)乙酸酯（3）。晶体结构分析表明，化合物 3 结晶为单斜晶系，空间群为 P21/c，单胞参数如下：a = 10.173(2) 埃，b = 10.459(2) Å, c = 16.516(3) Å, α = 90°, β  = 102.30(3)°, γ = 90°, V = 1717.0(6) Å3, Z = 4.
• Synthesis, characterization and structure–activity relationship analysis of novel depsides as potential antibacterials
  作者：Peng-Cheng Lv、Zhu-Ping Xiao、Rui-Qin Fang、Huan-Qiu Li、Hai-Liang Zhu、Chang-Hong Liu

  DOI：10.1016/j.ejmech.2008.04.019

  日期：2009.4

  Twenty-six depsides were synthesized to screen for their antibacterial activity. All of them were reported for the first time. Their chemical structures were clearly determined by H-1 NMR, C-13 NMR, ESI mass spectra and elemental analyses, coupled with one selected single-crystal structure. All the compounds were assayed for antibacterial activities against three Gram-positive bacterial strains (Bacillus subtilis ATCC 6633, Staphylococcus aureus ATCC 6538 and Streptococcus faecalis ATCC 9790) and three Gram-negative bacterial strains (Escherichia coli ATCC 35218, Pseudomonas aeruginosa ATCC 13525 and Enterobacter cloacae ATCC 13047) by MTT method. Compound 2-(2-methoxy-2-oxoethyl)phenyl 3-nitrobenzoate (C10) and 2-(2-ethoxy-2-oxoethyl)phenyl 3-nitrobenzoate (C23) showed powerful antibacterial activities against B. subtilis with MIC of 0.78 mu g/mL while compound 2-(2-methoxy-2-oxoethyl)phenyl 2-(3,4-diethoxyphenyl)acetate (C8) and 2-(2-ethoxy-2oxoethyl)phenyl 2-(3,4-diethoxyphenyl)acetate (C21) exhibited significant antibacterial activities against E. coli with MIC of 1.562 mu g/mL, which were superior to the positive controls penicillin G and kanamycin B, respectively. On the basis of the biological results, structure-activity relationships were discussed. (c) 2008 Elsevier Masson SAS. All rights reserved.