tert-Butyl-((Z)-(4aS,6S,7R,11aR)-6-ethyl-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-yloxy)-diphenyl-silane | 140170-22-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-Butyl-((Z)-(4aS,6S,7R,11aR)-6-ethyl-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-yloxy)-diphenyl-silane
• CAS: 140170-22-5
• 化学式: C₃₄H₄₂O₄Si
• 分子量: 542.791
• InChiKey: ALJTVHBTFIIBNV-PNXUSDDOSA-N

物化性质

• 沸点：
  597.4±50.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.56
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-Butyl-((Z)-(4aS,6S,7R,11aR)-6-ethyl-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-yloxy)-diphenyl-silane 在 二异丁基氢化铝 作用下， 以 二氯甲烷 为溶剂， 反应 96.0h， 以75%的产率得到[(Z)-(2S,3R,8R,9S)-3-Benzyloxy-8-(tert-butyl-diphenyl-silanyloxy)-9-ethyl-2,3,4,7,8,9-hexahydro-oxonin-2-yl]-methanol
  参考文献：
  名称：

  Studies towards the synthesis of obtusenyne. Synthesis of the hexahydrooxonin nucleus

  摘要：

  The advanced intermediate (the 2,3,4,7,8,9-hexahydrooxonin) 3 for the synthesis of the Laurencia oxonane natural product, obtusenyne 1 was prepared in 8 steps from the previously reported lactone 4. The key transformations were the stereoselective enolate hydroxylation of the lactone 4 and a hydroxyl-directed intramolecular hydrosilation of the enol ether 12.

  DOI：

  10.1016/s0040-4039(00)92339-6
• 作为产物：
  描述：

  (+/-)-(Z,3R,8R,9S)-3-tert-butyldimethylsilyloxy-8-tert-butyldiphenylsilanyloxy-9-ethyl-2-methylene-2,3,4,7,8,9-hexahydro-3H-oxonine 在 四丁基氟化铵 、 氯化铵 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 19.0h， 生成 tert-Butyl-((Z)-(4aS,6S,7R,11aR)-6-ethyl-2-phenyl-4a,6,7,8,11,11a-hexahydro-4H-1,3,5-trioxa-benzocyclononen-7-yloxy)-diphenyl-silane
  参考文献：
  名称：

  Studies towards the synthesis of obtusenyne. Synthesis of the hexahydrooxonin nucleus

  摘要：

  The advanced intermediate (the 2,3,4,7,8,9-hexahydrooxonin) 3 for the synthesis of the Laurencia oxonane natural product, obtusenyne 1 was prepared in 8 steps from the previously reported lactone 4. The key transformations were the stereoselective enolate hydroxylation of the lactone 4 and a hydroxyl-directed intramolecular hydrosilation of the enol ether 12.

  DOI：

  10.1016/s0040-4039(00)92339-6