1-(β-D-erythro-2-deoxy-pentofuranosyl)-[1,2,4]triazolidine-3,5-dione | 24806-92-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(β-D-erythro-2-deoxy-pentofuranosyl)-[1,2,4]triazolidine-3,5-dione
• CAS: 24806-92-6
• 化学式: C₇H₁₁N₃O₅
• 分子量: 217.181
• InChiKey: MIVWPZNIIHHXLH-VPENINKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.49
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  120.34
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  尿唑 、 2-脱氧-D-核糖 以 水 为溶剂， 反应 1200.0h， 生成 、 1-((2S,4S,5R)-4,5-Dihydroxy-tetrahydro-pyran-2-yl)-[1,2,4]triazolidine-3,5-dione 、 、 1-(β-D-erythro-2-deoxy-pentofuranosyl)-[1,2,4]triazolidine-3,5-dione
  参考文献：
  名称：

  First Example of a Crystalline Urazole Nucleoside: (1R,2R)-Urazole-α-D-pyranosyl-2-deoxyriboside

  摘要：

  The first example of a crystalline urazole nucleoside has been synthesized from the reaction of D-deoxyribose with urazole and characterized by X-ray crystallography as a single alpha-pyranoside diastereomer [IUPAC name: 1-(2-deoxy-alpha-D-erythro-pentopyranosyl)- 1(R),2(R),4-triazolidine-3,5-dione, C7H11N3O5]. The pyranosyl group and H atom on the two pyramidal hydrazidic N atoms have an R,R-trans configuration, and the H atom on the trigonal imidic N atom is coplanar with the ring. Intermolecular hydrogen bonding is extensive and involves pyranose-pyranose, pyranose-urazole and urazole-urazole interactions. Each molecule is linked via eight hydrogen bonds to six surrounding molecules in which the urazole hydrazidic N(H) atom and imidic N atom are donors and carbonyl O atoms are accepters, and the pyranose hydroxylic O atoms are donors as well as accepters. The pyranose ring O atom does not participate in conventional hydrogen bonding but may be involved in a weak intermolecular C-H ... O interaction.

  DOI：

  10.1107/s0108270195015873