(R)-1-(2',3'-dihydroxypropyl)-uracil | 58311-57-2

• 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: (R)-1-(2',3'-dihydroxypropyl)-uracil
• 英文别名: 1-(2,3-dihydroxy-propyl)-1H-pyrimidine-2,4-dione；1-[(2R)-2,3-dihydroxypropyl]pyrimidine-2,4-dione
• CAS: 58311-57-2
• 化学式: C₇H₁₀N₂O₄
• 分子量: 186.167
• InChiKey: UPONUIQDSKBZHK-RXMQYKEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  89.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 5-deoxy-5-(2,4-dioxopyrimidin-1H-1-yl)-2,3-O-isopropylidene-β-D-ribofuranoside 生成 (R)-1-(2',3'-dihydroxypropyl)-uracil
  参考文献：
  名称：

  A novel synthesis of “double headed” nucleosides “reversed” nucleosides

  摘要：

  The ''double headed' nucleosides 10, 11 and 13 bearing pyrimidine or purine bases attached on C-1 and C-5 positions of single ribose unit have been synthesized following a new synthetic strategy. The strategy rests on the introduction of the first nucleo base at C-5 position of the ribose unit giving 'reversed' nucleoside and the subsequent attachment of the second base at C-1 position of the ribose, by classical glycosylation reaction. This order of the base attachments gave much better yields on the ''double headed' nucleosides then previously known C-1 then C-5 order of attachments.

  DOI：

  10.1016/s0040-4039(00)74067-6

文献信息

• A novel synthesis of “double headed” nucleosides “reversed” nucleosides
  作者：Biserka Kašnar、Vinko Škarić、Branimir Klaić、Mladen Žinić

  DOI：10.1016/s0040-4039(00)74067-6

  日期：1993.7

  The ''double headed' nucleosides 10, 11 and 13 bearing pyrimidine or purine bases attached on C-1 and C-5 positions of single ribose unit have been synthesized following a new synthetic strategy. The strategy rests on the introduction of the first nucleo base at C-5 position of the ribose unit giving 'reversed' nucleoside and the subsequent attachment of the second base at C-1 position of the ribose, by classical glycosylation reaction. This order of the base attachments gave much better yields on the ''double headed' nucleosides then previously known C-1 then C-5 order of attachments.