(Z,E,E)-tert-butyl 6-tert-butoxy-4-(trimethylsilyl)-5-(2-propenyl)-7-oxo-2,4,8-decatrienoate | 145278-52-0

• 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: (Z,E,E)-tert-butyl 6-tert-butoxy-4-(trimethylsilyl)-5-(2-propenyl)-7-oxo-2,4,8-decatrienoate
• 英文别名: tert-butyl (2Z,4E,8E)-6-[(2-methylpropan-2-yl)oxy]-7-oxo-5-prop-2-enyl-4-trimethylsilyldeca-2,4,8-trienoate
• CAS: 145278-52-0
• 化学式: C₂₄H₄₀O₄Si
• 分子量: 420.665
• InChiKey: QZSMFMICWCZJHF-NJXSSSTFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.96
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  叔丁基炔丙基乙醚 在 正丁基锂 作用下， 反应 0.67h， 生成 (Z,E,E)-tert-butyl 6-tert-butoxy-4-(trimethylsilyl)-5-(2-propenyl)-7-oxo-2,4,8-decatrienoate
  参考文献：
  名称：

  Reactivity of allylic dimetallic zinc reagents. 1

  摘要：

  Allylic 1,1-dimetallic species 2, prepared in situ from the propargylic ether 1, are multicoupling reagents. They were allowed to react in a one-pot maction, with a large variety of electrophiles E1-carbonyl compounds (acyl chlorides, aldehydes, ketones, phenyl isocyanate, methyl chloroformate), alkyl bromides, and an amino ether-and then E2-acidic water, iodine, aryl or vinyl iodide in the presence of palladium(0). The isolated yields, based on 1 (5 steps), are fair to good in most cases. The first attack (E1) always occurs on the carbon atom alpha to the oxygen; the second attack (E2) is regio- and stereoselective on the carbon atom a to the TMS moiety.

  DOI：

  10.1021/jo00051a042

文献信息

• Reactivity of allylic dimetallic zinc reagents. 1
  作者：Lydie Labaudiniere、Jezia Hanaizi、Jean F. Normant

  DOI：10.1021/jo00051a042

  日期：1992.12

  Allylic 1,1-dimetallic species 2, prepared in situ from the propargylic ether 1, are multicoupling reagents. They were allowed to react in a one-pot maction, with a large variety of electrophiles E1-carbonyl compounds (acyl chlorides, aldehydes, ketones, phenyl isocyanate, methyl chloroformate), alkyl bromides, and an amino ether-and then E2-acidic water, iodine, aryl or vinyl iodide in the presence of palladium(0). The isolated yields, based on 1 (5 steps), are fair to good in most cases. The first attack (E1) always occurs on the carbon atom alpha to the oxygen; the second attack (E2) is regio- and stereoselective on the carbon atom a to the TMS moiety.