(1R,2R,4S,5S,7R)-9-aza-7-hydroxy-2-hydroxymethyl-4-methoxy-3-oxabicyclo[3.3.1]nonane

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (1R,2R,4S,5S,7R)-9-aza-7-hydroxy-2-hydroxymethyl-4-methoxy-3-oxabicyclo[3.3.1]nonane
• 英文别名: (1R,2S,4S,5S,7R)-2-(hydroxymethyl)-4-methoxy-3-oxa-9-azabicyclo[3.3.1]nonan-7-ol
• 化学式: C₉H₁₇NO₄
• 分子量: 203.238
• InChiKey: HCAFWCHFZUFTHJ-ZEBDFXRSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (1R,2R,4S,5S,7R)-9-aza-7-hydroxy-2-hydroxymethyl-4-methoxy-3-oxabicyclo[3.3.1]nonane 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 6.0h， 以87%的产率得到(1R,2R,4S,5S,7R)-9-aza-4,7-dihydroxy-2-hydroxymethyl-3-oxabicyclo[3.3.1]nonane
  参考文献：
  名称：

  Synthesis of 3-oxagranatane-type alkaloid analogs from carbohydrates

  摘要：

  3-Oxagranatane derivatives have been synthesized from dialdehydes obtained by the periodate oxidation of D-glucopyranosides. Reduction of the carbonyl group and removal of the substituents afforded bicyclic iminosugar analogs. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01004-8
• 作为产物：
  描述：

  alpha-甲基葡萄糖甙 在 palladium on activated charcoal sodium periodate 、 lithium aluminium tetrahydride 、 氢气 、 sodium acetate 、 溶剂黄146 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 (1R,2R,4S,5S,7R)-9-aza-7-hydroxy-2-hydroxymethyl-4-methoxy-3-oxabicyclo[3.3.1]nonane
  参考文献：
  名称：

  Synthesis of 3-oxagranatane-type alkaloid analogs from carbohydrates

  摘要：

  3-Oxagranatane derivatives have been synthesized from dialdehydes obtained by the periodate oxidation of D-glucopyranosides. Reduction of the carbonyl group and removal of the substituents afforded bicyclic iminosugar analogs. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)01004-8

文献信息

• Synthesis of 3-oxagranatane-type alkaloid analogs from carbohydrates
  作者：Attila Agócs、Pál Herczegh、Szilvia Jäger、László Kiss、Gyula Batta

  DOI：10.1016/s0040-4020(00)01004-8

  日期：2001.1

  3-Oxagranatane derivatives have been synthesized from dialdehydes obtained by the periodate oxidation of D-glucopyranosides. Reduction of the carbonyl group and removal of the substituents afforded bicyclic iminosugar analogs. (C) 2000 Elsevier Science Ltd. All rights reserved.