[(4R)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-triethylsilyloxy-6-trimethylsilylhexa-1,5-diynyl]-triethylsilane | 941674-12-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(4R)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-triethylsilyloxy-6-trimethylsilylhexa-1,5-diynyl]-triethylsilane
• CAS: 941674-12-0
• 化学式: C₂₆H₅₀O₃Si₃
• 分子量: 494.938
• InChiKey: HYIDVSGONQBECX-AOYPEHQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.22
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(4R)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-triethylsilyloxy-6-trimethylsilylhexa-1,5-diynyl]-triethylsilane 在 吡啶 、 氢氟酸 、 碳酸氢钠 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 21.5h， 生成 C₈H₁₀O₃(SiC₆H₁₄)C₂H₂O
  参考文献：
  名称：

  Synthesis of l-Kedarosamine in Protected Form and Its Efficient Incorporation into an Advanced Intermediate to Kedarcidin Chromophore

  摘要：

  An efficient route to the complex L-kedarosamine alpha-glycosidic ether 2, a synthetic precursor to kedarcidin chromophore, is described. Central to the route, which is suitable for the preparation of multigram amounts of material, is a short synthetic sequence from D-threonine to protected L-kedarosamine derivatives and methodology for their alpha-selective coupling with appropriate hydroxyl acceptors.

  DOI：

  10.1021/ol070450x
• 作为产物：
  描述：

  三乙基氯硅烷 、 (R)-3-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(trimethylsilyl)hexa-1.5-diyn-3-ol 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以97%的产率得到[(4R)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-4-triethylsilyloxy-6-trimethylsilylhexa-1,5-diynyl]-triethylsilane
  参考文献：
  名称：

  Synthesis of l-Kedarosamine in Protected Form and Its Efficient Incorporation into an Advanced Intermediate to Kedarcidin Chromophore

  摘要：

  An efficient route to the complex L-kedarosamine alpha-glycosidic ether 2, a synthetic precursor to kedarcidin chromophore, is described. Central to the route, which is suitable for the preparation of multigram amounts of material, is a short synthetic sequence from D-threonine to protected L-kedarosamine derivatives and methodology for their alpha-selective coupling with appropriate hydroxyl acceptors.

  DOI：

  10.1021/ol070450x

文献信息

• Synthesis of <scp>l</scp>-Kedarosamine in Protected Form and Its Efficient Incorporation into an Advanced Intermediate to Kedarcidin Chromophore
  作者：Feng Ren、Philip C. Hogan、Alan J. Anderson、Andrew G. Myers

  DOI：10.1021/ol070450x

  日期：2007.5.1

  An efficient route to the complex L-kedarosamine alpha-glycosidic ether 2, a synthetic precursor to kedarcidin chromophore, is described. Central to the route, which is suitable for the preparation of multigram amounts of material, is a short synthetic sequence from D-threonine to protected L-kedarosamine derivatives and methodology for their alpha-selective coupling with appropriate hydroxyl acceptors.