5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3 | 263711-74-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3
• 英文别名: 5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-d2)-4H-chromen-4-one-3,6,8-d3；[3,3',5',6,8-d5]-apigenin；[3,6,8,3',5'-D3]-apigenin；4H-1-Benzopyran-4-one-3,6,8-d3, 5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-d2)-；3,6,8-trideuterio-2-(3,5-dideuterio-4-hydroxyphenyl)-5,7-dihydroxychromen-4-one
• CAS: 263711-74-6
• 化学式: C₁₅H₁₀O₅
• 分子量: 275.202
• InChiKey: KZNIFHPLKGYRTM-DKFMXDSJSA-N

物化性质

• 熔点：
  345-350°C
• 溶解度：
  DMSO（轻微）、乙醇（轻微、加热）、甲醇（轻微）

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 储存条件：
  -20°C

反应信息

• 作为反应物：
  描述：

  5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3 在 乙酰氯 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以94%的产率得到5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3-D
  参考文献：
  名称：

  Synthesis of Deuterium Labeled Polyhydroxy Flavones and 3-Flavonols

  摘要：

  Syntheses are described for seven new deuterium labeled flavones, [3,6,8,3',5'-D-5]-apigenin 5, [3,3',5'-D-3]-apigenin 6, [3,6,8,2',5',6'-D-6]-luteolin 7, [3,2',5',6'-D-4]-luteolin 8, [6,8,2',5',6'-D-5]-quercetin 9, [2',5',6'-D-3]-quercetin 10 and [8,2',5',6'-D-4]-fisetin 11, using D3PO4. BF3/D2O as a deuteration reagent. The products were characterized by NMR and mass spectrometry. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01085-6
• 作为产物：
  描述：

  德国春黄菊油 在 diclazuril 、 水 、 重水 、 氯化(1-丁基-3-甲基咪唑) 作用下， 以 丙酮 为溶剂， 120.0 ℃ 、500.01 kPa 条件下， 反应 0.33h， 生成 5,7-dihydroxy-2-(4-hydroxyphenyl-3,5-D2)-4H-1-benzopyran-4-one-3,6,8-D3
  参考文献：
  名称：

  Expedient Deuterolabeling of Polyphenols in Ionic LiquidsDCl/D₂O under Microwave Irradiation

  摘要：

  Postsynthetic regioselective aromatic ring H/D exchanges in polyphenolic compounds are rapidly performed in high yields and isotopic purities in ionic liquidDCl/D2O under microwave irradiation. Other C-H bonds, including benzylic and lactone alpha-carbonyl sites, are not affected.

  DOI：

  10.1021/jo070231p

文献信息

• Synthesis of Deuterium Labeled Polyhydroxy Flavones and 3-Flavonols
  作者：Sirpa Rasku、Kristiina Wähälä

  DOI：10.1016/s0040-4020(99)01085-6

  日期：2000.2

  Syntheses are described for seven new deuterium labeled flavones, [3,6,8,3',5'-D-5]-apigenin 5, [3,3',5'-D-3]-apigenin 6, [3,6,8,2',5',6'-D-6]-luteolin 7, [3,2',5',6'-D-4]-luteolin 8, [6,8,2',5',6'-D-5]-quercetin 9, [2',5',6'-D-3]-quercetin 10 and [8,2',5',6'-D-4]-fisetin 11, using D3PO4. BF3/D2O as a deuteration reagent. The products were characterized by NMR and mass spectrometry. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Expedient Deuterolabeling of Polyphenols in Ionic LiquidsDCl/D₂O under Microwave Irradiation
  作者：Ullastiina Hakala、Kristiina Wähälä

  DOI：10.1021/jo070231p

  日期：2007.7.1

  Postsynthetic regioselective aromatic ring H/D exchanges in polyphenolic compounds are rapidly performed in high yields and isotopic purities in ionic liquidDCl/D2O under microwave irradiation. Other C-H bonds, including benzylic and lactone alpha-carbonyl sites, are not affected.