(all-E)-10-hydroxy-4,9-dimethyldeca-2,4,6,8-tetraenal | 238759-87-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (all-E)-10-hydroxy-4,9-dimethyldeca-2,4,6,8-tetraenal
• 英文别名: (2E,4E,6E,8E)-10-hydroxy-4,9-dimethyldeca-2,4,6,8-tetraenal
• CAS: 238759-87-0
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: KXMZVXJDWBVDDR-SZZOTQSASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (all-E)-10-hydroxy-4,9-dimethyldeca-2,4,6,8-tetraenal 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (2E,4E,6E,8E)-10-Bromo-4,9-dimethyl-deca-2,4,6,8-tetraenal
  参考文献：
  名称：

  Synthesis of Bixin and Three Minor Carotenoids from Annatto (Bixa orellana)

  摘要：

  The three apocarotenoids methyl (9Z)-8'-oxo-6,8'-diapocaroten-6-oate (2), methyl (9Z)-10'-oxo-6,10'diapocaroten-6-oate (4). and methyl (9Z)-14'-oxo-6,14'-diapocaroten-6-oate (5), recently isolated from annatto, were synthesized. The key step of all three syntheses was the Wittig reaction of the (Z)-terminus 6 with the phosphonium salts 15, 18, and 24, carrying the polyene chain. Bixin (1) was synthesized from 2 in a Horner-Emmons reaction.

  DOI：

  10.1002/(sici)1522-2675(19990505)82:5<696::aid-hlca696>3.0.co;2-x
• 作为产物：
  描述：

  (all-E)-8-hydroxy-2,7-dimethylocta-2,4,6-trienal 在 sodium hydride 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.5h， 生成 (all-E)-10-hydroxy-4,9-dimethyldeca-2,4,6,8-tetraenal
  参考文献：
  名称：

  Synthesis of Bixin and Three Minor Carotenoids from Annatto (Bixa orellana)

  摘要：

  The three apocarotenoids methyl (9Z)-8'-oxo-6,8'-diapocaroten-6-oate (2), methyl (9Z)-10'-oxo-6,10'diapocaroten-6-oate (4). and methyl (9Z)-14'-oxo-6,14'-diapocaroten-6-oate (5), recently isolated from annatto, were synthesized. The key step of all three syntheses was the Wittig reaction of the (Z)-terminus 6 with the phosphonium salts 15, 18, and 24, carrying the polyene chain. Bixin (1) was synthesized from 2 in a Horner-Emmons reaction.

  DOI：

  10.1002/(sici)1522-2675(19990505)82:5<696::aid-hlca696>3.0.co;2-x