(E)-2-bromo-5-methylhex-2-ene | 55642-36-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: (E)-2-bromo-5-methylhex-2-ene
• CAS: 55642-36-9
• 化学式: C₇H₁₃Br
• 分子量: 177.084
• InChiKey: CXOFRFQQHSBDBD-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (E)-2-bromo-5-methylhex-2-ene 在 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 叔丁基锂 、 sodium hydride 、 戴斯-马丁氧化剂 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 叔丁醇 、 正戊烷 为溶剂， 反应 214.92h， 生成 (2R)-3-[(1S,5S,6R)-6-[(E)-1,4-dimethylpent-1-enyl]-1,3,5-trimethyl-2-oxocyclohex-3-enyl]-2-methyl-3-oxo-propionic acid
  参考文献：
  名称：

  Synthesis of the Putative Structure of Tridachiahydropyrone

  摘要：

  A short total synthesis of the putative structure of the marine natural product tridachiahydropyrone as a single enantiomer is described. Novel steps include a cuprate addition and cyclization to form a cyclohexanone ring and formation of the bicyclic pyrone with P2O5 on Celite. The spectroscopic data obtained for compound 1 do not match those reported for tridachiahydropyrone; therefore, revision of the assigned natural product structure is warranted.

  DOI：

  10.1021/ol050236d
• 作为产物：
  描述：

  (E)-2,5-dimethylhex-2-enoic acid 在 溴 、 叔丁基锂 、 碳酸氢钠 作用下， 以 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-2-bromo-5-methylhex-2-ene
  参考文献：
  名称：

  Synthesis of the Putative Structure of Tridachiahydropyrone

  摘要：

  A short total synthesis of the putative structure of the marine natural product tridachiahydropyrone as a single enantiomer is described. Novel steps include a cuprate addition and cyclization to form a cyclohexanone ring and formation of the bicyclic pyrone with P2O5 on Celite. The spectroscopic data obtained for compound 1 do not match those reported for tridachiahydropyrone; therefore, revision of the assigned natural product structure is warranted.

  DOI：

  10.1021/ol050236d

文献信息

• Synthesis of the Putative Structure of Tridachiahydropyrone
  作者：David W. Jeffery、Michael V. Perkins、Jonathan M. White

  DOI：10.1021/ol050236d

  日期：2005.4.14

  A short total synthesis of the putative structure of the marine natural product tridachiahydropyrone as a single enantiomer is described. Novel steps include a cuprate addition and cyclization to form a cyclohexanone ring and formation of the bicyclic pyrone with P2O5 on Celite. The spectroscopic data obtained for compound 1 do not match those reported for tridachiahydropyrone; therefore, revision of the assigned natural product structure is warranted.