1-(2-deoxy-β-D-ribofuranosyl)tetrazolo[5,1-b]pyrimidin-4-one | 1268475-34-8

• 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-deoxy-β-D-ribofuranosyl)tetrazolo[5,1-b]pyrimidin-4-one
• 英文别名: 4-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]tetrazolo[1,5-a]pyrimidin-7-one
• CAS: 1268475-34-8
• 化学式: C₉H₁₁N₅O₄
• 分子量: 253.217
• InChiKey: IGXLXDWQYVCZEZ-SHYZEUOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-(2-deoxy-β-D-ribofuranosyl)tetrazolo[5,1-b]pyrimidin-4-one 以 water-d2 为溶剂， 反应 730.5h， 生成 tetrazolo[5,1-b]pyrimidin-4(1H)-one 、 tetrazolo[1,5-a]pyrimidin-4(3H)-one
  参考文献：
  名称：

  Synthesis and Photochemical Behavior of the Tetrazolo Tautomer of 2-Azido-4-pyrimidinone-2′-deoxyriboside

  摘要：

  The 2-azido analogue of 2'-deoxyuridine was prepared in three steps from 2'-deoxy-2-thiouridine. The sulfur atom of the 2-thio nucleoside was methylated and then displaced by hydrazine to furnish the corresponding 2-hydrazino derivative. After diazotization, the 2-azido compound that exists as its tetrazolo tautomer was obtained. Upon UV irradiation in aqueous solution, the title compound led to isocytosine.

  DOI：

  10.1021/jo102316r
• 作为产物：
  描述：

  2-硫代2'-脱氧尿苷 在 potassium carbonate 、 一水合肼 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 、 丙酮 、 乙腈 为溶剂， 反应 12.58h， 生成 1-(2-deoxy-β-D-ribofuranosyl)tetrazolo[5,1-b]pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and Photochemical Behavior of the Tetrazolo Tautomer of 2-Azido-4-pyrimidinone-2′-deoxyriboside

  摘要：

  The 2-azido analogue of 2'-deoxyuridine was prepared in three steps from 2'-deoxy-2-thiouridine. The sulfur atom of the 2-thio nucleoside was methylated and then displaced by hydrazine to furnish the corresponding 2-hydrazino derivative. After diazotization, the 2-azido compound that exists as its tetrazolo tautomer was obtained. Upon UV irradiation in aqueous solution, the title compound led to isocytosine.

  DOI：

  10.1021/jo102316r

文献信息

• Synthesis and Photochemical Behavior of the Tetrazolo Tautomer of 2-Azido-4-pyrimidinone-2′-deoxyriboside
  作者：Stéphanie Gourdain、Christian Petermann、Agathe Martinez、Dominique Harakat、Pascale Clivio

  DOI：10.1021/jo102316r

  日期：2011.3.18

  The 2-azido analogue of 2'-deoxyuridine was prepared in three steps from 2'-deoxy-2-thiouridine. The sulfur atom of the 2-thio nucleoside was methylated and then displaced by hydrazine to furnish the corresponding 2-hydrazino derivative. After diazotization, the 2-azido compound that exists as its tetrazolo tautomer was obtained. Upon UV irradiation in aqueous solution, the title compound led to isocytosine.