(S)-4-Benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-ol | 195731-45-4

• 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: (S)-4-Benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-ol
• CAS: 195731-45-4
• 化学式: C₆₁H₈₀O₈Si₂
• 分子量: 997.472
• InChiKey: AVTOEWYNEVUMAT-PHAFSDCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.06
• 重原子数：
  71.0
• 可旋转键数：
  20.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.51
• 拓扑面积：
  84.84
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-4-Benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-ol 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 15.0h， 生成 Toluene-4-sulfonic acid (S)-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-4-hydroxy-butyl ester
  参考文献：
  名称：

  Bidirectional and Convergent Routes to oligo(Tetrahydrofurans)

  摘要：

  AbstractOligo(tetrahydrofurans) (oligo‐THFs) 8–12 have been synthesised stereoselectively. Multiple Williamson reactions were used as key steps. While oligo‐THFs with an even number of THF rings like the bi‐THFs 8 and 9 as well as the tetra‐THFs 10 and 11 were obtained by a bidirectional strategy, the penta‐THF 12 with an odd number of THF rings was prepared by a convergent strategy with a sulfone–aldehyde coupling as connecting step. The oligo‐THF products are important structural features of natural (Annonaceae acetogenins) and non‐natural (artificial ion channels) products.

  DOI：

  10.1002/chem.19970030723
• 作为产物：
  描述：

  (S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one 在 丙醇 、 sodium tetrahydroborate 、 aluminum amalgam 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 (S)-4-Benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-ol
  参考文献：
  名称：

  Bidirectional and Convergent Routes to oligo(Tetrahydrofurans)

  摘要：

  AbstractOligo(tetrahydrofurans) (oligo‐THFs) 8–12 have been synthesised stereoselectively. Multiple Williamson reactions were used as key steps. While oligo‐THFs with an even number of THF rings like the bi‐THFs 8 and 9 as well as the tetra‐THFs 10 and 11 were obtained by a bidirectional strategy, the penta‐THF 12 with an odd number of THF rings was prepared by a convergent strategy with a sulfone–aldehyde coupling as connecting step. The oligo‐THF products are important structural features of natural (Annonaceae acetogenins) and non‐natural (artificial ion channels) products.

  DOI：

  10.1002/chem.19970030723