(1S,4R,5R,8S)-4,5-Bis-benzyloxy-1,8-bis-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-octane-1,8-diol | 195731-35-2

• 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: (1S,4R,5R,8S)-4,5-Bis-benzyloxy-1,8-bis-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-octane-1,8-diol
• CAS: 195731-35-2
• 化学式: C₆₄H₈₂O₈Si₂
• 分子量: 1035.52
• InChiKey: BSLZPYGQQPFTFW-KEDWMOFTSA-N

反应信息

• 作为反应物：
  描述：

  对甲苯磺酰氯 、 (1S,4R,5R,8S)-4,5-Bis-benzyloxy-1,8-bis-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-octane-1,8-diol 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以50%的产率得到
  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：

  (4R,5R)-4,5-Bis-benzyloxy-1,8-bis-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-octane-1,8-dione 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以99%的产率得到(1S,4R,5R,8S)-4,5-Bis-benzyloxy-1,8-bis-[(2S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-octane-1,8-diol
  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