(11S,12S)-9,10-ethane-11,12-dimenthyl carboxylate-9,10-dihydro anthracene | 125515-26-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 芳基四氢萘木脂素
• 英文名称: (11S,12S)-9,10-ethane-11,12-dimenthyl carboxylate-9,10-dihydro anthracene
• 英文别名: bis[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (15S,16S)-tetracyclo[6.6.2.02,7.09,14]hexadeca-2,4,6,9,11,13-hexaene-15,16-dicarboxylate
• CAS: 125515-26-6
• 化学式: C₃₈H₅₀O₄
• 分子量: 570.813
• InChiKey: SWSYRTOQUSPNBU-DJDMNZCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  42
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (11S,12S)-9,10-ethane-11,12-dimenthyl carboxylate-9,10-dihydro anthracene 在 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 32.5h， 生成
  参考文献：
  名称：

  Enantioselective Diels-Alder reactions: novel constrained bis(oxazoline) ligand-metal triflate catalysts

  摘要：

  Five chiral 1,4-bis(oxazoline) ligands, each bearing a bicyclic backbone, were prepared and examined in Mg(OTf)(2)-, Zn(OTf)(2)-, and Cu(OTf)(2)-catalyzed Diels-Alder reactions. The cycloadditions were carried out at room temperature and afforded enantiomeric excess up to 88%. Surprisingly, a non-C-2-symmetric bis(oxazoline) bearing a meso backbone was among the more efficient ligands examined. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00323-6
• 作为产物：
  描述：

  蒽 、 di-L-menthyl fumarate 在 三氯化铝 作用下， 以 甲苯 为溶剂， 反应 4.5h， 以71%的产率得到(11S,12S)-9,10-ethane-11,12-dimenthyl carboxylate-9,10-dihydro anthracene
  参考文献：
  名称：

  Enantioselective Diels-Alder reactions: novel constrained bis(oxazoline) ligand-metal triflate catalysts

  摘要：

  Five chiral 1,4-bis(oxazoline) ligands, each bearing a bicyclic backbone, were prepared and examined in Mg(OTf)(2)-, Zn(OTf)(2)-, and Cu(OTf)(2)-catalyzed Diels-Alder reactions. The cycloadditions were carried out at room temperature and afforded enantiomeric excess up to 88%. Surprisingly, a non-C-2-symmetric bis(oxazoline) bearing a meso backbone was among the more efficient ligands examined. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00323-6

文献信息

• A Selective Partial Hydrolysis of Dimenthyl Ester Using Dry Tetrabutylammonium Hydroxide
  作者：Tomoyuki Hasegawa

  DOI：10.1055/s-1999-2529

  日期：1999.1
• Enantioselective Diels-Alder reactions: novel constrained bis(oxazoline) ligand-metal triflate catalysts
  作者：James M. Takacs、David A. Quincy、William Shay、Brian E. Jones、Charles R. Ross

  DOI：10.1016/s0957-4166(97)00323-6

  日期：1997.9

  Five chiral 1,4-bis(oxazoline) ligands, each bearing a bicyclic backbone, were prepared and examined in Mg(OTf)(2)-, Zn(OTf)(2)-, and Cu(OTf)(2)-catalyzed Diels-Alder reactions. The cycloadditions were carried out at room temperature and afforded enantiomeric excess up to 88%. Surprisingly, a non-C-2-symmetric bis(oxazoline) bearing a meso backbone was among the more efficient ligands examined. (C) 1997 Elsevier Science Ltd.