5R-3-ethoxycarbonyl-5-(6R,7R,14R-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-yl)-4,5-dihydroisoxazole

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5R-3-ethoxycarbonyl-5-(6R,7R,14R-1,8,13,16-tetraoxadispiro<5.0.5.4>hexadecan-14-yl)-4,5-dihydroisoxazole
• 英文别名: ethyl (5R)-5-[(6R,7R,14R)-5,12,13,16-tetraoxadispiro[5.0.57.46]hexadecan-14-yl]-4,5-dihydro-1,2-oxazole-3-carboxylate
• 化学式: C₁₈H₂₇NO₇
• 分子量: 369.415
• InChiKey: FIWJQJNLLXVBBR-JOCBIADPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  84.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  (6R,7R,14S)-14-ethenyl-1,8,13,16-tetraoxodispiro<5.0.5.4>-hexadecane 、 氯代肟基乙酸乙酯 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 8.0h， 以6%的产率得到二羧酸乙酯基氧化呋咱
  参考文献：
  名称：

  Stereoselective cycloaddition of nitrile oxides to a dispiroketal-protected but-3-ene-1,2-diol

  摘要：

  The influence of a dispiroketal protecting group on the pi-facial selectivity of nitrile oxide cycloaddition to S-but-3-ene-1,2-diol has been investigated Ethoxycarbonylformonitrile oxide and benzonitrile oxide undergo regiospecific and diasteroeselective addition to alkene 7 to afford isoxazolines 11 and 12. The major adducts (11a and 11b) are formed with 44% and 50% d.e. respectively, and in each case have S-configuration at C-5, the new stereogenic centre.

  DOI：

  10.1016/0957-4166(95)00362-s

文献信息

• Stereoselective cycloaddition of nitrile oxides to a dispiroketal-protected but-3-ene-1,2-diol
  作者：Michael B. Gravestock、R.Michael Paton、Christine J. Todd

  DOI：10.1016/0957-4166(95)00362-s

  日期：1995.11

  The influence of a dispiroketal protecting group on the pi-facial selectivity of nitrile oxide cycloaddition to S-but-3-ene-1,2-diol has been investigated Ethoxycarbonylformonitrile oxide and benzonitrile oxide undergo regiospecific and diasteroeselective addition to alkene 7 to afford isoxazolines 11 and 12. The major adducts (11a and 11b) are formed with 44% and 50% d.e. respectively, and in each case have S-configuration at C-5, the new stereogenic centre.