(2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 2-((2S,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)acetate | 1093240-43-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 2-((2S,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)acetate
• CAS: 1093240-43-7
• 化学式: C₅₃H₆₈O₁₀Si
• 分子量: 893.202
• InChiKey: UAWMLIZEUPMLAQ-XRUAYOMSSA-N

物化性质

• 沸点：
  848.4±65.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  64.0
• 可旋转键数：
  22.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  111.14
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  、 (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 2-((2S,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)acetate 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以0.21 g的产率得到(2S,3S,4R,5R,6R)-2,6-diallyl-4-(benzyloxy)-5-(2-((2S,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)acetoxy)-tetrahydro-2H-pyran-3-yl 2-((2R,3R,4R,5S)-4,5-bis(benzyloxy)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)acetate
  参考文献：
  名称：

  Two-Directional Olefinic-Ester Ring-Closing Metathesis using Reduced Ti Alkylidenes. A Rapid Entry into Polycyclic Ether Skeletons

  摘要：

  The use of a reduced titanium ethylidene reagent In an efficient two-directional approach to polycyclic ether skeletons is described.

  DOI：

  10.1021/ol8025439
• 作为产物：
  描述：

  (2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-(4-methoxybenzyloxy)-tetrahydro-2H-pyran-3-yl 2-((2S,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)acetate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到(2R,3R,4R,5S,6S)-2,6-diallyl-4-(benzyloxy)-5-hydroxy-tetrahydro-2H-pyran-3-yl 2-((2S,3S,4S,5R,6R)-4,5-bis(benzyloxy)-6-(benzyloxymethyl)-3-(tert-butyldimethylsilyloxy)-tetrahydro-2H-pyran-2-yl)acetate
  参考文献：
  名称：

  Two-Directional Olefinic-Ester Ring-Closing Metathesis using Reduced Ti Alkylidenes. A Rapid Entry into Polycyclic Ether Skeletons

  摘要：

  The use of a reduced titanium ethylidene reagent In an efficient two-directional approach to polycyclic ether skeletons is described.

  DOI：

  10.1021/ol8025439