(E)-methyl 7-(furan-2-yl)-7-hydroxy-2-methylhept-2-enoate | 1331831-24-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-methyl 7-(furan-2-yl)-7-hydroxy-2-methylhept-2-enoate
• CAS: 1331831-24-3
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: RYXZIEDZPAMWDE-UXBLZVDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  59.67
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E)-methyl 7-(furan-2-yl)-7-hydroxy-2-methylhept-2-enoate 在 叔丁基过氧化氢 、 4-二甲氨基吡啶 、 bis(acetylacetonate)oxovanadium 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 十二烷 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 (3aSR,7SR,8SR,8aSR)-methyl 8-methyl-4-oxo-2,3,4,7,8,8a-hexahydro-1H-3a,7-epoxyazulene-8-carboxylate
  参考文献：
  名称：

  Dual Catalysis in Enantioselective Oxidopyrylium-Based [5 + 2] Cycloadditions

  摘要：

  A new method for effecting catalytic enantioselective intramolecular [5 + 2] cycloadditions based on oxidopyrylium intermediates is reported. The dual catalyst system consists of a chiral primary aminothiourea and a second achiral thiourea. Experimental evidence points to a new type of cooperative catalysis with each species being necessary to generate a reactive pyrylium ion pair that undergoes subsequent cycloaddition with high enantioselectivity.

  DOI：

  10.1021/ja206997e
• 作为产物：
  描述：

  (E)-methyl 7-((tert-butyldimethylsilyl)oxy)-7-(furan-2-yl)-2-methylhept-2-enoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到(E)-methyl 7-(furan-2-yl)-7-hydroxy-2-methylhept-2-enoate
  参考文献：
  名称：

  Dual Catalysis in Enantioselective Oxidopyrylium-Based [5 + 2] Cycloadditions

  摘要：

  A new method for effecting catalytic enantioselective intramolecular [5 + 2] cycloadditions based on oxidopyrylium intermediates is reported. The dual catalyst system consists of a chiral primary aminothiourea and a second achiral thiourea. Experimental evidence points to a new type of cooperative catalysis with each species being necessary to generate a reactive pyrylium ion pair that undergoes subsequent cycloaddition with high enantioselectivity.

  DOI：

  10.1021/ja206997e