[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy-ethynyl-di(propan-2-yl)silane | 1229230-99-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy-ethynyl-di(propan-2-yl)silane
• CAS: 1229230-99-2
• 化学式: C₃₅H₆₀OSi
• 分子量: 524.946
• InChiKey: GWRCCWNKUVOXNS-QQCVONIASA-N

物化性质

• 熔点：
  82-84 °C
• 沸点：
  548.9±43.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.35
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy-ethynyl-di(propan-2-yl)silane 、 在 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.5h， 生成 6-(叔丁基)-2-硫氧代-2,3-二氢-4(1h)-嘧啶酮
  参考文献：
  名称：

  Ethynyldiisopropylsilyl: A New Alkynylsilane Protecting Group and “Click” Linker

  摘要：

  A new silyl-based reagent has been developed for "catch and release" immobilization, combining click chemistry with silyl protection. The traditional "all carbon" attachment to solid supports In a silyl type linker was substituted with a stable triazole, easily assembled using the CuAAC reaction. The methodology introduces a novel ethynyldiiospropylchlorosilane reagent (EDIPS-CI) as a functionalized protecting group linker.

  DOI：

  10.1021/ol100968t
• 作为产物：
  描述：

  EDIPS-Cl 、 胆固醇 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以87%的产率得到[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl]oxy-ethynyl-di(propan-2-yl)silane
  参考文献：
  名称：

  Ethynyldiisopropylsilyl: A New Alkynylsilane Protecting Group and “Click” Linker

  摘要：

  A new silyl-based reagent has been developed for "catch and release" immobilization, combining click chemistry with silyl protection. The traditional "all carbon" attachment to solid supports In a silyl type linker was substituted with a stable triazole, easily assembled using the CuAAC reaction. The methodology introduces a novel ethynyldiiospropylchlorosilane reagent (EDIPS-CI) as a functionalized protecting group linker.

  DOI：

  10.1021/ol100968t