(+/-)-1-{[(1RS,2SR)-trans-2-(2-hydroxyethyl)cyclopropyl]methyl}-1,2,3,4-tetrahydro-2,4-pyrimidinedione

• 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-{[(1RS,2SR)-trans-2-(2-hydroxyethyl)cyclopropyl]methyl}-1,2,3,4-tetrahydro-2,4-pyrimidinedione
• 英文别名: 1-{[(1R,2S)-2-(2-hydroxyethyl)cyclopropyl]methyl}pyrimidine-2,4(1H,3H)-dione；1-[[(1R,2S)-2-(2-hydroxyethyl)cyclopropyl]methyl]pyrimidine-2,4-dione
• 化学式: C₁₀H₁₄N₂O₃
• 分子量: 210.233
• InChiKey: OWFCVGZOFFKMEG-SFYZADRCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  69.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (+/-)-{(1RS,2SR)-trans-2-[2-(tetrahydro-2H-2-pyranyloxy)ethyl]cyclopropyl}methanol 在 盐酸 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 生成 (+/-)-1-{[(1RS,2SR)-trans-2-(2-hydroxyethyl)cyclopropyl]methyl}-1,2,3,4-tetrahydro-2,4-pyrimidinedione
  参考文献：
  名称：

  Synthesis of spacered cyclopropyl nucleoside analogues as potential antiviral agents

  摘要：

  Novel spacered cyclopropane nucleoside analogues possessing both a hydroxyethyl group and an additional methylene spacer between the base and the ring were synthesized starting from 3-buten-1-ol. After tetrahydropyranylation, cyclopropanation, and reduction the target molecules were obtained by Mitsunobu reactions followed by two consecutive deprotection steps. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00467-6

文献信息

• Synthesis of spacered cyclopropyl nucleoside analogues as potential antiviral agents
  作者：René Csuk、Anja Kern

  DOI：10.1016/s0040-4020(99)00467-6

  日期：1999.7

  Novel spacered cyclopropane nucleoside analogues possessing both a hydroxyethyl group and an additional methylene spacer between the base and the ring were synthesized starting from 3-buten-1-ol. After tetrahydropyranylation, cyclopropanation, and reduction the target molecules were obtained by Mitsunobu reactions followed by two consecutive deprotection steps. (C) 1999 Elsevier Science Ltd. All rights reserved.

表征谱图