methyl (1S,2R,6S,7R)-4,4-dimethyl-9-formyl-3,5-dioxatricyclo<5.2.1.0^2,6>dec-8-en-8-ylcarboxylate | 156325-20-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (1S,2R,6S,7R)-4,4-dimethyl-9-formyl-3,5-dioxatricyclo<5.2.1.0^2,6>dec-8-en-8-ylcarboxylate
• CAS: 156325-20-1
• 化学式: C₁₃H₁₆O₅
• 分子量: 252.267
• InChiKey: AQCWDHBFIAKABP-KYAGDKKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.82
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl (1S,2R,6S,7R)-4,4-dimethyl-9-formyl-3,5-dioxatricyclo<5.2.1.0^2,6>dec-8-en-8-ylcarboxylate 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 作用下， 以 水 、 叔丁醇 为溶剂， 反应 18.0h， 以84%的产率得到methyl (1S,2R,6S,7R)-9-carboxyl-4,4-dimethyl-3,5-dioxatricyclo<5.2.1.0^2,6>dec-8-en-8-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 (1S,2R,6S,7R)-4,4-dimethyl-9-<(1S)-1,2-dihydroxy>-3,5-dioxatricyclo<5.2.1.0^2,6>dec-8-en-8-ylcarboxylate 在 sodium periodate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 0.5h， 以92%的产率得到methyl (1S,2R,6S,7R)-4,4-dimethyl-9-formyl-3,5-dioxatricyclo<5.2.1.0^2,6>dec-8-en-8-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

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.