(Z)-6-hydroxyhex-3-en-1-al diethylacetal | 208983-22-6

• 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: (Z)-6-hydroxyhex-3-en-1-al diethylacetal
• 英文别名: (Z)-6,6-diethoxyhex-3-en-1-ol
• CAS: 208983-22-6
• 化学式: C₁₀H₂₀O₃
• 分子量: 188.267
• InChiKey: ORQXKEYDBJHTPU-WAYWQWQTSA-N

物化性质

• 沸点：
  266.5±40.0 °C(Predicted)
• 密度：
  0.951±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (Z)-6-hydroxyhex-3-en-1-al diethylacetal 在 咪唑 、 正丁基锂 、 四丁基氟化铵 、 碘 、 三苯基膦 、 三氟乙酸 、 calcium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 152.25h， 生成 二十碳五烯酸甲酯
  参考文献：
  名称：

  Synthesis of methyl (5Z,8Z,11Z,14Z,17Z)- and (5Z,8Z,11Z,14Z,17E)-[18-14C] eicosapentaenoate

  摘要：

  In order to have a better insight of the effect of the double bond geometry of EPA on its anti-aggregating properties, methyl ester of [18-C-14] EPA and of its Delta 17t isomer were synthesized from a common intermediate [(3Z,6Z,9Z)-12,12-diethoxydodeca-3,6,9-trienyl]triphenylphosphonium iodide 11 via three sequential Wittig olelination. Labelled methyl ester of EPA 16b and EPA Delta 17t 17b were obtained in near 100% isomeric and radiochemical purities.

  DOI：

  10.1002/(sici)1099-1344(199805)41:5<411::aid-jlcr94>3.0.co;2-7
• 作为产物：
  描述：

  4,4-diethoxybut-1-yne 在 Lindlar's catalyst 喹啉 、 正丁基锂 、 三氟化硼乙醚 、 氢气 作用下， 以 正己烷 为溶剂， 反应 2.33h， 生成 (Z)-6-hydroxyhex-3-en-1-al diethylacetal
  参考文献：
  名称：

  Synthesis of methyl (5Z,8Z,11Z,14Z,17Z)- and (5Z,8Z,11Z,14Z,17E)-[18-14C] eicosapentaenoate

  摘要：

  In order to have a better insight of the effect of the double bond geometry of EPA on its anti-aggregating properties, methyl ester of [18-C-14] EPA and of its Delta 17t isomer were synthesized from a common intermediate [(3Z,6Z,9Z)-12,12-diethoxydodeca-3,6,9-trienyl]triphenylphosphonium iodide 11 via three sequential Wittig olelination. Labelled methyl ester of EPA 16b and EPA Delta 17t 17b were obtained in near 100% isomeric and radiochemical purities.

  DOI：

  10.1002/(sici)1099-1344(199805)41:5<411::aid-jlcr94>3.0.co;2-7

文献信息

• A new facile preparation of a bifunctionalized C6 homologating agent from 1,4-cyclohexadiene
  作者：Sabine Michaud、Jacques Viala

  DOI：10.1016/s0040-4020(99)00077-0

  日期：1999.3

  a new preparation of the bifunctionalized unsaturated C6 homologating agent 2b which is an efficient synthetic tool is described. This method is atom economic, very efficient on grams scale and easy to handle from cheap commercially available 1,4-cyclohexadiene. Synthetic applications by using a mild and selective monohydrolysis of acetal catalysed by FeCl3 are described.

  描述了一种双官能化的不饱和C6均化剂2b的新制备方法，它是一种有效的合成工具。该方法是原子经济的，在克规模上非常有效，并且容易从廉价的可商购的1，4-环己二烯中处理。描述了通过使用由FeCl 3催化的乙缩醛的温和且选择性的单水解来进行合成应用。
• Synthesis of methyl (5Z,8Z,11Z,14Z,17Z)- and (5Z,8Z,11Z,14Z,17E)-[18-14C] eicosapentaenoate
  作者：Thierry Eynard、Didier Poullain、Jean-Michel Vatèle、Jean-Pierre Noël、Jean-Michel Chardigny、Jean-Louis Sébédio

  DOI：10.1002/(sici)1099-1344(199805)41:5<411::aid-jlcr94>3.0.co;2-7

  日期：1998.5

  In order to have a better insight of the effect of the double bond geometry of EPA on its anti-aggregating properties, methyl ester of [18-C-14] EPA and of its Delta 17t isomer were synthesized from a common intermediate [(3Z,6Z,9Z)-12,12-diethoxydodeca-3,6,9-trienyl]triphenylphosphonium iodide 11 via three sequential Wittig olelination. Labelled methyl ester of EPA 16b and EPA Delta 17t 17b were obtained in near 100% isomeric and radiochemical purities.