(E/Z)-1,6-di-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-hex-1,5-diene | 1268624-50-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E/Z)-1,6-di-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-hex-1,5-diene
• CAS: 1268624-50-5
• 化学式: C₁₆H₂₆O₄
• 分子量: 282.38
• InChiKey: AZQVAFSMLFAFKQ-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.18
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (E/Z)-1,6-di-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-hex-1,5-diene 在 盐酸 、 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 反应 51.0h， 生成 (2S,9S)-Decane-1,2,9,10-tetraol
  参考文献：
  名称：

  Synthesis of the structures proposed for natural butanolides piliferolides A and C

  摘要：

  The structures proposed for natural butanolides piliferolides A and C have been synthesized. The allylic and lactone stereogenic centers in the target structures were derived from D-mannitol, while that near the side-chain terminal was taken from (R)-propylene oxide. The synthetic samples helped to reveal that a signal at around delta 2.0 ppm was missing in the H-1 NMR data listing for the structures proposed for natural piliferolides, whereas the delta 29.7 ppm signal in the C-13 NMR reported for the structure proposed for natural piliferolide C most likely stemmed from the impurities in the chromatography solvent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.037
• 作为产物：
  描述：

  [1,1'-(butane-1,4-diyl)bis(triphenylphosphonium)] dibromide 、 (R)-(+)-2,2-二甲基-1,3-二氧戊环-4-甲醛 在 正丁基锂 作用下， 以 四氢呋喃 、 hexanes 、 正己烷 为溶剂， 反应 1.33h， 以56.4%的产率得到(E/Z)-1,6-di-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-hex-1,5-diene
  参考文献：
  名称：

  Synthesis of the structures proposed for natural butanolides piliferolides A and C

  摘要：

  The structures proposed for natural butanolides piliferolides A and C have been synthesized. The allylic and lactone stereogenic centers in the target structures were derived from D-mannitol, while that near the side-chain terminal was taken from (R)-propylene oxide. The synthetic samples helped to reveal that a signal at around delta 2.0 ppm was missing in the H-1 NMR data listing for the structures proposed for natural piliferolides, whereas the delta 29.7 ppm signal in the C-13 NMR reported for the structure proposed for natural piliferolide C most likely stemmed from the impurities in the chromatography solvent. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.12.037