1-(2',3'-dihydroxypropyl)-5,6-dihydrothymine | 1253288-42-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-(2',3'-dihydroxypropyl)-5,6-dihydrothymine
• 英文别名: 1-(2,3-dihydroxypropyl)-5-methyl-1,3-diazinane-2,4-dione
• CAS: 1253288-42-4
• 化学式: C₈H₁₄N₂O₄
• 分子量: 202.21
• InChiKey: AXFYWJGFWSPZMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  89.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2',3'-dihydroxypropyl)-5,6-dihydrothymine 、 苯甲酰氯 在 吡啶 作用下， 反应 24.0h， 以58.3%的产率得到1-(2',3'-dibenzoyloxypropyl)-5,6-dihydrothymine
  参考文献：
  名称：

  Self-assembling of dihydroxypropyl 5,6-dihydrothymine derivatives

  摘要：

  (R, S)-1-(2',3'-Dibenzoyloxypropy1)-5,6-dihydrothymine (2) was synthesized from (R, S)-1-(2',3'-dihydroxypropy1)-5,6-dihydrothymine and its structure has been analyzed by X-ray diffraction, NMR and FTIR spectroscopic methods. The molecular structure and supramolecular assembling of 2 is compared with the structure of its dimesyloxypropyl analogue (1). Compound 1 crystallizes as cocrystal of two diastereoisomers, while 2 crystallizes as a racemic mixture. Main hydrogen-bonded motif in both compounds is dimer formed by pair of N H--.0() hydrogen bonds, which are further linked by C H--.0 hydrogen bonds. Phenyl rings of dibenzoyl-dihydropyrimidine moieties of 2 participate also in supramolecular aggregation via three C H it interactions. Hydrogen bonding as driving force of 2 self-assembly was proving by the NMR and FTIR spectroscopy. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.06.045
• 作为产物：
  描述：

  1-(2,3-dihydroxypropyl)thymine 在 5% Rh-Al2O3 、 氢气 作用下， 以 水 为溶剂， 生成 1-(2',3'-dihydroxypropyl)-5,6-dihydrothymine
  参考文献：
  名称：

  Self-assembling of dihydroxypropyl 5,6-dihydrothymine derivatives

  摘要：

  (R, S)-1-(2',3'-Dibenzoyloxypropy1)-5,6-dihydrothymine (2) was synthesized from (R, S)-1-(2',3'-dihydroxypropy1)-5,6-dihydrothymine and its structure has been analyzed by X-ray diffraction, NMR and FTIR spectroscopic methods. The molecular structure and supramolecular assembling of 2 is compared with the structure of its dimesyloxypropyl analogue (1). Compound 1 crystallizes as cocrystal of two diastereoisomers, while 2 crystallizes as a racemic mixture. Main hydrogen-bonded motif in both compounds is dimer formed by pair of N H--.0() hydrogen bonds, which are further linked by C H--.0 hydrogen bonds. Phenyl rings of dibenzoyl-dihydropyrimidine moieties of 2 participate also in supramolecular aggregation via three C H it interactions. Hydrogen bonding as driving force of 2 self-assembly was proving by the NMR and FTIR spectroscopy. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2010.06.045