(2R,3R,3aR,9aR)-3-Allyloxy-2-benzyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacyclooctene | 166593-38-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,3aR,9aR)-3-Allyloxy-2-benzyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacyclooctene
• CAS: 166593-38-0
• 化学式: C₂₇H₄₆O₆Si₂
• 分子量: 522.83
• InChiKey: KHVJNAQMARGDKS-FPCALVHFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.46
• 重原子数：
  35.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  55.38
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,3aR,9aR)-3-Allyloxy-2-benzyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacyclooctene 在 palladium on activated charcoal 吡啶 、 三氟甲磺酸三甲基硅酯 、 四丁基氟化铵 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 生成 N-(9-{(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-3-propoxy-tetrahydro-furan-2-yl}-9H-purin-2-yl)-2-phenoxy-acetamide
  参考文献：
  名称：

  Efficient synthesis of 2′-O-alkyl ribonucleosides using trichloroacetimidate d-ribofuranosides as ribosyl donors

  摘要：

  Trichloroacetimidate-2-O-alkyl-3, 5-O-TIPS-beta-D-ribofuranoside glycosylates silylated nucleobases in a fast high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. This method has been applied to the synthesis of 2'-O-alkyl ribonucleosides further transformed to building blocks ready for oligo(2'-O-alkyl)ribonucleotide construction.

  DOI：

  10.1016/s0040-4039(00)75987-9
• 作为产物：
  描述：

  benzyl-β-D-ribofuranoside 在 吡啶 、 4-二甲氨基吡啶 、 palladium diacetate 、 三苯基膦 作用下， 生成 (2R,3R,3aR,9aR)-3-Allyloxy-2-benzyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacyclooctene
  参考文献：
  名称：

  Efficient synthesis of 2′-O-alkyl ribonucleosides using trichloroacetimidate d-ribofuranosides as ribosyl donors

  摘要：

  Trichloroacetimidate-2-O-alkyl-3, 5-O-TIPS-beta-D-ribofuranoside glycosylates silylated nucleobases in a fast high-yielding and stereoselective reaction promoted by trimethylsilyl trifluoromethanesulfonate. This method has been applied to the synthesis of 2'-O-alkyl ribonucleosides further transformed to building blocks ready for oligo(2'-O-alkyl)ribonucleotide construction.

  DOI：

  10.1016/s0040-4039(00)75987-9