5,5-dimethoxy-2-methyl-pentanal | 62839-30-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,5-dimethoxy-2-methyl-pentanal
• 英文别名: Pentanal, 5,5-dimethoxy-2-methyl-；5,5-dimethoxy-2-methylpentanal
• CAS: 62839-30-9
• 化学式: C₈H₁₆O₃
• 分子量: 160.213
• InChiKey: YPESUCHPHXDUKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,5-dimethoxy-2-methyl-pentanal 在 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 生成 4-methyl-7-oxo-hept-2-enoic acid ethyl ester
  参考文献：
  名称：

  The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction

  摘要：

  A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.121
• 作为产物：
  描述：

  5,5-二甲氧基戊醛 在 sodium periodate 、 disodium hydrogenphosphate 、 sodium dihydrogenphosphate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.5h， 生成 5,5-dimethoxy-2-methyl-pentanal
  参考文献：
  名称：

  The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction

  摘要：

  A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.03.121

文献信息

• The effect of pre-existing stereocenters in the intramolecular asymmetric Stetter reaction
  作者：Nathan T. Reynolds、Tomislav Rovis

  DOI：10.1016/j.tet.2005.03.121

  日期：2005.6

  A series of disubstituted cyclopentanones have been synthesized by the intramolecular Stetter reaction. Racemic substrates containing one chiral center were used, allowing us the opportunity to observe a parallel kinetic resolution in the synthesis of 2,3- and 2,4disubstituted cyclopentanones. The Stetter reaction of 2,5-disubstituted cyclopentanones proved to be substrate controlled, resulting in the selective formation of the cis-diasteroiners with low ee. (c) 2005 Elsevier Ltd. All rights reserved.