(((4R,5R)-4-((S,E)-5-(benzyloxy)-1-methoxy-3-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)oxy)triethylsilane | 1310357-42-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (((4R,5R)-4-((S,E)-5-(benzyloxy)-1-methoxy-3-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)oxy)triethylsilane
• 英文别名: triethyl-[[(4R,5R)-4-[(E,1S)-1-methoxy-3-methyl-5-phenylmethoxypent-2-enyl]-2,2-dimethyl-1,3-dioxan-5-yl]oxy]silane
• CAS: 1310357-42-6
• 化学式: C₂₆H₄₄O₅Si
• 分子量: 464.718
• InChiKey: DQTNJWBUSARFKI-VECYLWBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  D-吡喃木糖 在 2,6-二甲基吡啶 、 正丁基锂 、 溴 、 三甲基铝 、 二异丁基氢化铝 、 potassium carbonate 、 CSA 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 、 丙酮 、 甲苯 为溶剂， 反应 8.5h， 生成 (((4R,5R)-4-((S,Z)-5-(benzyloxy)-1-methoxy-3-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)oxy)triethylsilane 、 (((4R,5R)-4-((S,E)-5-(benzyloxy)-1-methoxy-3-methylpent-2-en-1-yl)-2,2-dimethyl-1,3-dioxan-5-yl)oxy)triethylsilane
  参考文献：
  名称：

  Synthesis of Key Fragments of Leiodelide A

  摘要：

  The synthesis of all key fragments of the marine macrolide lelodelide A is described. The polyoxygenated northern subunit is derived from D-xylose, while the southern subunit is rapidly assembled via an aldol reaction and Horner-Wadsworth-Emmons olefination. This highly convergent approach will allow for rapid modification and assembly of several isomers of lelodelide A, which may be necessary considering the assignment of leiodelide B has been previously shown to be incorrect.

  DOI：

  10.1021/ol201183f

文献信息

• Synthesis of Key Fragments of Leiodelide A
  作者：Mathieu F. Chellat、Nicolas Proust、Matthew G. Lauer、James P. Stambuli

  DOI：10.1021/ol201183f

  日期：2011.6.17

  The synthesis of all key fragments of the marine macrolide lelodelide A is described. The polyoxygenated northern subunit is derived from D-xylose, while the southern subunit is rapidly assembled via an aldol reaction and Horner-Wadsworth-Emmons olefination. This highly convergent approach will allow for rapid modification and assembly of several isomers of lelodelide A, which may be necessary considering the assignment of leiodelide B has been previously shown to be incorrect.