(4R,5R)-5-But-3-enyl-4-isopropyl-5-methyl-1-vinyl-cyclopentene | 844697-56-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (4R,5R)-5-But-3-enyl-4-isopropyl-5-methyl-1-vinyl-cyclopentene
• 英文别名: (4R,5R)-5-but-3-enyl-1-ethenyl-5-methyl-4-propan-2-ylcyclopentene
• CAS: 844697-56-9
• 化学式: C₁₅H₂₄
• 分子量: 204.356
• InChiKey: PITYGMSSPKIBEL-CABCVRRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  (4R,5R)-5-But-3-enyl-4-isopropyl-5-methyl-1-vinyl-cyclopentene 在 Grubbs catalyst first generation 、 碳酸氢钠 、 间氯过氧苯甲酸 、 ytterbium(III) triflate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.5h， 生成 (1S,3R,3aR,6S)-6-Allyloxy-3-isopropyl-3a-methyl-2,3,3a,4,5,6-hexahydro-1H-inden-1-ol
  参考文献：
  名称：

  Remarkable Selectivity in Addition of Alcohols to Epoxydienes of 5,7 Bicyclic and 5,7,6 Tricyclic Systems

  摘要：

  Acid-catalyzed addition of alcohols to tricyclic dienyl epoxides such as 4 or bicyclic vinyl oxiranes such as 17 exclusively occurred at the vinyl terminus of unsaturated system through a typical S(N)2' process affording 1,6- and 1,4-dioxygenated derivatives, respectively.

  DOI：

  10.1021/jo0481295
• 作为产物：
  描述：

  (2R,3R)-2-but-3-enyl-2-methyl-3-propan-2-ylcyclopentan-1-one 在 tris(dibenzylideneacetone)dipalladium (0) 、 Proton Sponge 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (4R,5R)-5-But-3-enyl-4-isopropyl-5-methyl-1-vinyl-cyclopentene
  参考文献：
  名称：

  Remarkable Selectivity in Addition of Alcohols to Epoxydienes of 5,7 Bicyclic and 5,7,6 Tricyclic Systems

  摘要：

  Acid-catalyzed addition of alcohols to tricyclic dienyl epoxides such as 4 or bicyclic vinyl oxiranes such as 17 exclusively occurred at the vinyl terminus of unsaturated system through a typical S(N)2' process affording 1,6- and 1,4-dioxygenated derivatives, respectively.

  DOI：

  10.1021/jo0481295

文献信息

• Remarkable Selectivity in Addition of Alcohols to Epoxydienes of 5,7 Bicyclic and 5,7,6 Tricyclic Systems
  作者：François-Didier Boyer、Issam Hanna

  DOI：10.1021/jo0481295

  日期：2005.2.1

  Acid-catalyzed addition of alcohols to tricyclic dienyl epoxides such as 4 or bicyclic vinyl oxiranes such as 17 exclusively occurred at the vinyl terminus of unsaturated system through a typical S(N)2' process affording 1,6- and 1,4-dioxygenated derivatives, respectively.