(1S,3R,4S)-4-allyl-2,2-dichloro-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutyl methanesulfonate | 1240521-00-9

• 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: (1S,3R,4S)-4-allyl-2,2-dichloro-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutyl methanesulfonate
• 英文别名: [(1S,3R,4S)-2,2-dichloro-4-prop-2-enyl-3-[(1R)-1-[2,4,6-tri(propan-2-yl)phenyl]ethoxy]cyclobutyl] methanesulfonate
• CAS: 1240521-00-9
• 化学式: C₂₅H₃₈Cl₂O₄S
• 分子量: 505.546
• InChiKey: NVZJBBKFNSOAFE-KAOJSAQUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  32
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,3R,4S)-4-allyl-2,2-dichloro-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutyl methanesulfonate 在 zinc/copper couple 、 氯化铵 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 2.42h， 以94%的产率得到2-((R)-1-((1R,4R)-4-allyl-2-chlorocyclobut-2-enyloxy)ethyl)-1,3,5-triisopropylbenzene
  参考文献：
  名称：

  Asymmetric Synthesis of Functionalized, Monocyclic Chlorocyclobutenes

  摘要：

  The selective synthesis of a variety of stereopure monocyclic chlorocyclobutenes Is described. These derivatives could be coupled with Grignard reagents; two dienes from coupling with vinylmagnesium bromide reacted smoothly with maleic anhydride to yield illudol-related [4 + 2] cycloadducts.

  DOI：

  10.1021/ol101559b
• 作为产物：
  描述：

  (1S,3R,4R)-4-allyl-2,2-dichloro-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutanol 、 甲基磺酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到(1S,3R,4S)-4-allyl-2,2-dichloro-3-((R)-1-(2,4,6-triisopropylphenyl)ethoxy)cyclobutyl methanesulfonate
  参考文献：
  名称：

  Asymmetric Synthesis of Functionalized, Monocyclic Chlorocyclobutenes

  摘要：

  The selective synthesis of a variety of stereopure monocyclic chlorocyclobutenes Is described. These derivatives could be coupled with Grignard reagents; two dienes from coupling with vinylmagnesium bromide reacted smoothly with maleic anhydride to yield illudol-related [4 + 2] cycloadducts.

  DOI：

  10.1021/ol101559b

文献信息

• Asymmetric Synthesis of Functionalized, Monocyclic Chlorocyclobutenes
  作者：Benjamin Darses、Andrew E. Greene、Jean-François Poisson

  DOI：10.1021/ol101559b

  日期：2010.9.17

  The selective synthesis of a variety of stereopure monocyclic chlorocyclobutenes Is described. These derivatives could be coupled with Grignard reagents; two dienes from coupling with vinylmagnesium bromide reacted smoothly with maleic anhydride to yield illudol-related [4 + 2] cycloadducts.