2,5-吡啶二醇,6-甲基-,1-氧化 | 98095-77-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 2,5-吡啶二醇,6-甲基-,1-氧化
• 英文名称: (±)-1,3,8-trimethylallantoin
• 英文别名: N-(1,3-dimethyl-2,5-dioxo-imidazolidin-4-yl)-N'-methyl-urea；N-(1,3-Dimethyl-2,5-dioxo-imidazolidin-4-yl)-N'-methyl-harnstoff；Urea, N-(1,3-dimethyl-2,5-dioxo-4-imidazolidinyl)-N'-methyl-；1-(1,3-dimethyl-2,5-dioxoimidazolidin-4-yl)-3-methylurea
• CAS: 98095-77-3
• 化学式: C₇H₁₂N₄O₃
• 分子量: 200.197
• InChiKey: GTVVDWODKSYESY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  81.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,5-吡啶二醇,6-甲基-,1-氧化 在 CHIRALCEL OX-3R column 作用下， 以 乙腈 为溶剂， 生成 S-(+)-1,3,8-trimethylallantoin 、 R-(-)-1,3,8-Trimethylallantoin
  参考文献：
  名称：

  Enantiomeric Trimethylallantoin Monomers, Dimers, and Trimethyltriuret: Evidence for an Alternative Catabolic Pathway of Caffeine in Tea Plant

  摘要：

  Racemic trimethylallantoin monomer (1), mesomeric and racemic trimethylallantoin dimers (2 and 3), were isolated from tea. Two pairs of optically pure enantiomers (1a, 1b and 3a, 3b) were separated by chiral column from the two racemes (1 and 3). Their structures were elucidated by a combination of extensive spectroscopic techniques, single-crystal X-ray diffraction, and experimental and calculated electronic circular dichroism. A novel caffeine catabolic pathway was proposed based on the caffeine stable isotopic tracer experiments.

  DOI：

  10.1021/acs.orglett.9b01750
• 作为产物：
  描述：

  重氮甲烷 、 alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 作用下， 生成 2,5-吡啶二醇,6-甲基-,1-氧化
  参考文献：
  名称：

  Biltz; Max, Chemische Berichte, 1921, vol. 54, p. 2467

  摘要：

  DOI：

文献信息

• Biltz; Max, Chemische Berichte, 1921, vol. 54, p. 2467
  作者：Biltz、Max

  DOI：——

  日期：——
• Enantiomeric Trimethylallantoin Monomers, Dimers, and Trimethyltriuret: Evidence for an Alternative Catabolic Pathway of Caffeine in Tea Plant
  作者：Wei Wang、Bi-Ying Zhu、Pu Wang、Peng Zhang、Wei-Wei Deng、Fei-Hua Wu、Chi-Tang Ho、Tie-Jun Ling、Zheng-Zhu Zhang、Xiao-Chun Wan、Guan-Hu Bao

  DOI：10.1021/acs.orglett.9b01750

  日期：2019.7.5

  Racemic trimethylallantoin monomer (1), mesomeric and racemic trimethylallantoin dimers (2 and 3), were isolated from tea. Two pairs of optically pure enantiomers (1a, 1b and 3a, 3b) were separated by chiral column from the two racemes (1 and 3). Their structures were elucidated by a combination of extensive spectroscopic techniques, single-crystal X-ray diffraction, and experimental and calculated electronic circular dichroism. A novel caffeine catabolic pathway was proposed based on the caffeine stable isotopic tracer experiments.