(1S,5R,6R)-3-bromo-5-[ethynyl-di(propan-2-yl)silyl]oxy-7-oxabicyclo[4.1.0]hept-3-en-2-one | 1229230-87-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,5R,6R)-3-bromo-5-[ethynyl-di(propan-2-yl)silyl]oxy-7-oxabicyclo[4.1.0]hept-3-en-2-one
• CAS: 1229230-87-8
• 化学式: C₁₄H₁₉BrO₃Si
• 分子量: 343.293
• InChiKey: UAGUFOOTZYDSIP-KWCYVHTRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  EDIPS-Cl 、 (-)-bromoxone 在 2,6-二甲基吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到(1S,5R,6R)-3-bromo-5-[ethynyl-di(propan-2-yl)silyl]oxy-7-oxabicyclo[4.1.0]hept-3-en-2-one
  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

文献信息

• Ethynyldiisopropylsilyl: A New Alkynylsilane Protecting Group and “Click” Linker
  作者：Pallavi Sharma、John E. Moses

  DOI：10.1021/ol100968t

  日期：2010.6.18

  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.