hexahydro-2-(D-ribo-1,2,3,4-tetrahydroxybutyl)pyrimidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: hexahydro-2-(D-ribo-1,2,3,4-tetrahydroxybutyl)pyrimidine
• 英文别名: (1S,2S,3R)-1-(1,3-diazinan-2-yl)butane-1,2,3,4-tetrol
• 化学式: C₈H₁₈N₂O₄
• 分子量: 206.242
• InChiKey: HOOBOEGFGKDZNG-FSDSQADBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  105
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  hexahydro-2-(D-ribo-1,2,3,4-tetrahydroxybutyl)pyrimidine 在 四氯化碳 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.0h， 以36%的产率得到(7R,8R,9S,9aR)-octahydro-7,8,9-trihydroxy-2H-pyrido[1,2-a]pyrimidine
  参考文献：
  名称：

  Bicyclic diazasugars 2. Synthesis and structures of L-arabinose and D-ribose analogues

  摘要：

  Bicyclic diazasugar analogues of L-arabinose and D-ribose have been prepared and characterized by x-ray crystallography and NMR spectroscopy. The crystalline arabinose analogue is the beta-anomer in the ring-flipped C-1(4) conformation (7), but in D2O solution this is a minor component with the major being the cr-anomer in the C-4(1) conformation(6). The crystalline ribose analogue is the beta-anomer in the C-4(1) conformation (10) which is also the major component in D2O solution and is accompanied by a minor form which is probably the alpha-anomer in the ring-nipped C-1(4) conformation (11). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00249-x
• 作为产物：
  描述：

  D-核糖 、 1,3-丙二胺 反应 34.0h， 以99%的产率得到hexahydro-2-(D-ribo-1,2,3,4-tetrahydroxybutyl)pyrimidine
  参考文献：
  名称：

  Bicyclic diazasugars 2. Synthesis and structures of L-arabinose and D-ribose analogues

  摘要：

  Bicyclic diazasugar analogues of L-arabinose and D-ribose have been prepared and characterized by x-ray crystallography and NMR spectroscopy. The crystalline arabinose analogue is the beta-anomer in the ring-flipped C-1(4) conformation (7), but in D2O solution this is a minor component with the major being the cr-anomer in the C-4(1) conformation(6). The crystalline ribose analogue is the beta-anomer in the C-4(1) conformation (10) which is also the major component in D2O solution and is accompanied by a minor form which is probably the alpha-anomer in the ring-nipped C-1(4) conformation (11). (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00249-x

文献信息

• Bicyclic diazasugars 2. Synthesis and structures of L-arabinose and D-ribose analogues
  作者：David A. Berges、Liwu Hong、N.Kent Dalley

  DOI：10.1016/s0040-4020(98)00249-x

  日期：1998.5

  Bicyclic diazasugar analogues of L-arabinose and D-ribose have been prepared and characterized by x-ray crystallography and NMR spectroscopy. The crystalline arabinose analogue is the beta-anomer in the ring-flipped C-1(4) conformation (7), but in D2O solution this is a minor component with the major being the cr-anomer in the C-4(1) conformation(6). The crystalline ribose analogue is the beta-anomer in the C-4(1) conformation (10) which is also the major component in D2O solution and is accompanied by a minor form which is probably the alpha-anomer in the ring-nipped C-1(4) conformation (11). (C) 1998 Elsevier Science Ltd. All rights reserved.