tert-butyl-dimethyl-[1-(oxan-2-yl)prop-2-enoxy]silane | 331686-71-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: tert-butyl-dimethyl-[1-(oxan-2-yl)prop-2-enoxy]silane
• CAS: 331686-71-6
• 化学式: C₁₄H₂₈O₂Si
• 分子量: 256.461
• InChiKey: PUMAPOFQXYDCTA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E,2R)-5-iodo-2,4-dimethylpent-4-en-1-ol 、 tert-butyl-dimethyl-[1-(oxan-2-yl)prop-2-enoxy]silane 在 palladium diacetate 四丁基氯化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以47%的产率得到(2R,4E,6E)-8-[tert-butyl(dimethyl)silyl]oxy-2,4-dimethyl-8-(oxan-2-yl)octa-4,6-dien-1-ol
  参考文献：
  名称：

  The First Total Synthesis of (+)-Ratjadone

  摘要：

  The first total synthesis of ratjadone was achieved using a highly convergent approach joining three subunits together with a Wittig olefination and a selective Heck reaction as the pivotal steps. Besides establishing a robust and reliable route for the synthesis of this orphan ligand, the configuration of unknown stereocenters could also be determined. This synthesis not only provides an additional access to a biologically important compound but also enables the synthesis of structural analogues for biological target identification.

  DOI：

  10.1021/jo005768g
• 作为产物：
  描述：

  四氢-2H-吡喃-2-羧醛 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 tert-butyl-dimethyl-[1-(oxan-2-yl)prop-2-enoxy]silane
  参考文献：
  名称：

  The First Total Synthesis of (+)-Ratjadone

  摘要：

  The first total synthesis of ratjadone was achieved using a highly convergent approach joining three subunits together with a Wittig olefination and a selective Heck reaction as the pivotal steps. Besides establishing a robust and reliable route for the synthesis of this orphan ligand, the configuration of unknown stereocenters could also be determined. This synthesis not only provides an additional access to a biologically important compound but also enables the synthesis of structural analogues for biological target identification.

  DOI：

  10.1021/jo005768g