Trifluoro-methanesulfonic acid (4R,5R)-5-but-3-enyl-4-isopropyl-5-methyl-cyclopent-1-enyl ester | 844697-55-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Trifluoro-methanesulfonic acid (4R,5R)-5-but-3-enyl-4-isopropyl-5-methyl-cyclopent-1-enyl ester
• 英文别名: [(4R,5R)-5-but-3-enyl-5-methyl-4-propan-2-ylcyclopenten-1-yl] trifluoromethanesulfonate
• CAS: 844697-55-8
• 化学式: C₁₄H₂₁F₃O₃S
• 分子量: 326.38
• InChiKey: RMIIWPRHKPPYOY-DGCLKSJQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Trifluoro-methanesulfonic acid (4R,5R)-5-but-3-enyl-4-isopropyl-5-methyl-cyclopent-1-enyl ester 在 Grubbs catalyst first generation 、 tris(dibenzylideneacetone)dipalladium (0) 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (1R,7aR)-1-Isopropyl-7a-methyl-2,6,7,7a-tetrahydro-1H-indene
  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：

  trimethyl-[(3R)-2-methyl-3-propan-2-ylcyclopenten-1-yl]oxysilane 在 Proton Sponge 、 甲基锂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 Trifluoro-methanesulfonic acid (4R,5R)-5-but-3-enyl-4-isopropyl-5-methyl-cyclopent-1-enyl ester
  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.