(1S,2R,3S,4R,5R,6R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-6-hydroxy-5-iodobicyclo<2.2.1>heptan-2-ylcarboxylic acid lactone | 156325-21-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1S,2R,3S,4R,5R,6R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-6-hydroxy-5-iodobicyclo<2.2.1>heptan-2-ylcarboxylic acid lactone
• CAS: 156325-21-2
• 化学式: C₁₃H₁₇IO₄
• 分子量: 364.18
• InChiKey: DGHWOAXATPVFNH-KFFWFNKESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.75
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1S,2R,3S,4R,5R,6R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-6-hydroxy-5-iodobicyclo<2.2.1>heptan-2-ylcarboxylic acid lactone 在 氢氧化钾 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 methyl (1S,2S,3R,4R,5S,6R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-5,6-epoxybicyclo<2.2.1>heptane-2-ylcarboxylate
  参考文献：
  名称：

  Stereocontrolled synthetic entries to homochiral hydroxylated norbornene derivatives. Formal synthesis of some carbocyclic nucleosides.

  摘要：

  Several homochiral hydroxylated norbornene derivatives have been synthesized from D-mannitol. Stereocontrolled Diels-Alder cycloadditions and stereospecific hydroxylations are key processes for the creation of the stereogenic centers in the target molecules. These compounds are real or potential precursors in the synthesis of carbocyclic nucleosides and related products.

  DOI：

  10.1016/s0957-4166(00)80493-0
• 作为产物：
  描述：

  methyl (1R,2S,3R,4S)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>bicyclo(2.2.1)-5-hepten-2-ylcarboxylate 在 sodium hydroxide 、 碘 、 碳酸氢钠 、 sodium iodide 作用下， 反应 30.0h， 生成 (1S,2R,3S,4R,5R,6R)-3-<(4S)-4-(2,2-dimethyl-1,3-dioxolo)>-6-hydroxy-5-iodobicyclo<2.2.1>heptan-2-ylcarboxylic acid lactone
  参考文献：
  名称：

  Stereocontrolled synthetic entries to homochiral hydroxylated norbornene derivatives. Formal synthesis of some carbocyclic nucleosides.

  摘要：

  Several homochiral hydroxylated norbornene derivatives have been synthesized from D-mannitol. Stereocontrolled Diels-Alder cycloadditions and stereospecific hydroxylations are key processes for the creation of the stereogenic centers in the target molecules. These compounds are real or potential precursors in the synthesis of carbocyclic nucleosides and related products.

  DOI：

  10.1016/s0957-4166(00)80493-0

文献信息

• Stereocontrolled synthetic entries to homochiral hydroxylated norbornene derivatives. Formal synthesis of some carbocyclic nucleosides.
  作者：Miguel Díaz、Javier Ibarzo、José M. Jiménez、Rosa M. Ortuño

  DOI：10.1016/s0957-4166(00)80493-0

  日期：1994.1

  Several homochiral hydroxylated norbornene derivatives have been synthesized from D-mannitol. Stereocontrolled Diels-Alder cycloadditions and stereospecific hydroxylations are key processes for the creation of the stereogenic centers in the target molecules. These compounds are real or potential precursors in the synthesis of carbocyclic nucleosides and related products.