methyl 2-hydroxy-7-oxo-2,3,4,4a,5,6-hexahydronaphthalene-4a-carboxylate | 1266351-39-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2-hydroxy-7-oxo-2,3,4,4a,5,6-hexahydronaphthalene-4a-carboxylate
• CAS: 1266351-39-6
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: SILKPGHMHWJPLF-UHFFFAOYSA-N

物化性质

• 熔点：
  214-216 °C(Solv: acetonitrile (75-05-8))
• 沸点：
  384.8±42.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  16.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 2-hydroxy-7-oxo-2,3,4,4a,5,6-hexahydronaphthalene-4a-carboxylate 在 sodium tetrahydroborate 、 sodium azide 、 palladium 10% on activated carbon 、 氢气 、 溶剂黄146 、 N,N-二异丙基乙胺 、 锌 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 100.0 ℃ 、405.33 kPa 条件下， 反应 54.42h， 生成
  参考文献：
  名称：

  Diaxial Diureido Decalins as Compact, Efficient, and Tunable Anion Transporters

  摘要：

  Decalins bearing two axial -NHCONHAr substituents and an ester-linked alkyl side chain have been synthesized and studied as anion receptors and transporters. The design relates to steroid-based "cholapods" but is more compact and less intrinsically lipophilic. Transport rates depend on both NHAr and the alkyl side chain. High activities can be achieved; with optimal substitution, chloride-nitrate exchange across vesicle membranes is measurable at transporter/lipid ratios as low as 1:250000.

  DOI：

  10.1021/ja1076102
• 作为产物：
  描述：

  2-甲基-4-氧代-2-环己烯-1-羧酸甲酯 、 3-氯丙酸乙酯 在 sodium 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以27%的产率得到methyl 2-hydroxy-7-oxo-2,3,4,4a,5,6-hexahydronaphthalene-4a-carboxylate
  参考文献：
  名称：

  Diaxial Diureido Decalins as Compact, Efficient, and Tunable Anion Transporters

  摘要：

  Decalins bearing two axial -NHCONHAr substituents and an ester-linked alkyl side chain have been synthesized and studied as anion receptors and transporters. The design relates to steroid-based "cholapods" but is more compact and less intrinsically lipophilic. Transport rates depend on both NHAr and the alkyl side chain. High activities can be achieved; with optimal substitution, chloride-nitrate exchange across vesicle membranes is measurable at transporter/lipid ratios as low as 1:250000.

  DOI：

  10.1021/ja1076102