ethyl (3R,4R)-4-butyl-2-hydroxy-6-methyl-3-non-8-enyl-3,4-dihydro-2H-pyran-5-carboxylate | 1032286-63-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ethyl (3R,4R)-4-butyl-2-hydroxy-6-methyl-3-non-8-enyl-3,4-dihydro-2H-pyran-5-carboxylate
• CAS: 1032286-63-7
• 化学式: C₂₂H₃₈O₄
• 分子量: 366.541
• InChiKey: LKTURPNMZNEHIJ-AQFHOAJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  26
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl (3R,4R)-4-butyl-2-hydroxy-6-methyl-3-non-8-enyl-3,4-dihydro-2H-pyran-5-carboxylate 以 二氯甲烷 为溶剂， 以73%的产率得到ethyl (3R,4R)-4-butyl-6-methyl-3-(non-8-enyl)-2-oxo-3,4-dihydro-2H-pyran-5-carboxylate
  参考文献：
  名称：

  Enantioselective Assembly of Substituted Dihydropyrones via Organocatalytic Reaction in Water Media

  摘要：

  The diarylprolinol ether/HOAc-catalyzed cascade Michael addition and cyclization of aldehydes and alpha-keto-alpha,beta-unsaturated esters proceeds smoothly in water to afford cyclic hemiacetals, which are oxidized to furnish highly functionalized 3,4,5,6-tetrasubstituted dihydropyrones with excellent enantioselectivities.

  DOI：

  10.1021/ol800835m
• 作为产物：
  描述：

  10-十一烯醛 、 ethyl (Z)-2-acetyl-2-heptenoate 在 (2S)-2-[二苯基[(三甲基硅酯)氧基]甲基]-吡咯烷 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 37.0h， 以79%的产率得到ethyl (3R,4R)-4-butyl-2-hydroxy-6-methyl-3-non-8-enyl-3,4-dihydro-2H-pyran-5-carboxylate
  参考文献：
  名称：

  Enantioselective Assembly of Substituted Dihydropyrones via Organocatalytic Reaction in Water Media

  摘要：

  The diarylprolinol ether/HOAc-catalyzed cascade Michael addition and cyclization of aldehydes and alpha-keto-alpha,beta-unsaturated esters proceeds smoothly in water to afford cyclic hemiacetals, which are oxidized to furnish highly functionalized 3,4,5,6-tetrasubstituted dihydropyrones with excellent enantioselectivities.

  DOI：

  10.1021/ol800835m

文献信息

• Enantioselective Assembly of Substituted Dihydropyrones via Organocatalytic Reaction in Water Media
  作者：Jing Wang、Fang Yu、Xiaojing Zhang、Dawei Ma

  DOI：10.1021/ol800835m

  日期：2008.6.1

  The diarylprolinol ether/HOAc-catalyzed cascade Michael addition and cyclization of aldehydes and alpha-keto-alpha,beta-unsaturated esters proceeds smoothly in water to afford cyclic hemiacetals, which are oxidized to furnish highly functionalized 3,4,5,6-tetrasubstituted dihydropyrones with excellent enantioselectivities.