4-Amino-1-((3R,5S,6R)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-1H-pyrimidin-2-one

• 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: 4-Amino-1-((3R,5S,6R)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-1H-pyrimidin-2-one
• 英文别名: 4-amino-1-[(3R,5S,6R)-5-hydroxy-6-(hydroxymethyl)tetrahydropyran-3-yl]pyrimidin-2-one；4-amino-1-[(3R,5S,6R)-5-hydroxy-6-(hydroxymethyl)oxan-3-yl]pyrimidin-2-one
• 化学式: C₁₀H₁₅N₃O₄
• 分子量: 241.247
• InChiKey: NDVIZLWDQQFOBJ-GJMOJQLCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-amino-1-[(3R,5S,6R)-5-phenylmethoxy-6-(phenylmethoxymethyl)oxan-3-yl]pyrimidin-2-one 在 palladium dihydroxide 作用下， 以 甲醇 、 环己烯 为溶剂， 反应 24.0h， 以96%的产率得到4-Amino-1-((3R,5S,6R)-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-1H-pyrimidin-2-one
  参考文献：
  名称：

  Synthesis and Antiviral Activity of the α-Analogues of 1,5-Anhydrohexitol Nucleosides (1,5-Anhydro-2,3-dideoxy-d-ribohexitol Nucleosides)

  摘要：

  1,5-Anhydro-2,3-dideoxy-D-ribohexitol nucleosides were synthesized starting from 4,6-di-O-benzyl-1,5-di-O-pivaloyl-3-deoxy-D-glucitol using a ring closure procedure. The target nucleoside adopts a C-4(1) conformation as also demonstrated for the corresponding 1,5-anhydrohexitol nucleosides with beta-configuration of the base-substituted carbon atom. The cytosine congener demonstrated a moderate but selective activity against Herpes simplex virus types I and 2.

  DOI：

  10.1021/jo961982m

文献信息

• Synthesis and Antiviral Activity of the α-Analogues of 1,5-Anhydrohexitol Nucleosides (1,5-Anhydro-2,3-dideoxy-<scp>d</scp>-ribohexitol Nucleosides)
  作者：Nafizal Hossain、Jef Rozenski、Erik De Clercq、Piet Herdewijn

  DOI：10.1021/jo961982m

  日期：1997.4.1

  1,5-Anhydro-2,3-dideoxy-D-ribohexitol nucleosides were synthesized starting from 4,6-di-O-benzyl-1,5-di-O-pivaloyl-3-deoxy-D-glucitol using a ring closure procedure. The target nucleoside adopts a C-4(1) conformation as also demonstrated for the corresponding 1,5-anhydrohexitol nucleosides with beta-configuration of the base-substituted carbon atom. The cytosine congener demonstrated a moderate but selective activity against Herpes simplex virus types I and 2.