(3aR,4S,5R,6aS)-5-(Tetrahydro-pyran-2-yloxy)-4-(tetrahydro-pyran-2-yloxymethyl)-hexahydro-cyclopenta[b]furan | 146550-73-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (3aR,4S,5R,6aS)-5-(Tetrahydro-pyran-2-yloxy)-4-(tetrahydro-pyran-2-yloxymethyl)-hexahydro-cyclopenta[b]furan
• CAS: 146550-73-4
• 化学式: C₁₈H₃₀O₅
• 分子量: 326.433
• InChiKey: FGFDGPKFKVAXIF-QIDNBJOUSA-N

物化性质

• 沸点：
  449.9±45.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.15
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (3aR,4S,5R,6aS)-5-(Tetrahydro-pyran-2-yloxy)-4-(tetrahydro-pyran-2-yloxymethyl)-hexahydro-cyclopenta[b]furan 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 (3aR,4S,5R,6aS)-4-Hydroxymethyl-hexahydro-cyclopenta[b]furan-5-ol
  参考文献：
  名称：

  Prins reaction of 2-oxabicyclo[3.3.0]oct-6-en-3-one and related derivatives

  摘要：

  Reaction of formaldehyde with the title olefinic lactone in acetic acid affords diacetate of 1,3-diol (2a) as the main product in 50 - 60% yield via regioselective trans-addition. Less favourable results were obtained with related bicyclic derivatives.

  DOI：

  10.1016/s0040-4020(01)88339-3
• 作为产物：
  描述：

  (1S,2R,3S,4R)-2-(2-Hydroxy-ethyl)-4-(tetrahydro-pyran-2-yloxy)-3-(tetrahydro-pyran-2-yloxymethyl)-cyclopentanol 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 二氯甲烷 为溶剂， 以85%的产率得到(3aR,4S,5R,6aS)-5-(Tetrahydro-pyran-2-yloxy)-4-(tetrahydro-pyran-2-yloxymethyl)-hexahydro-cyclopenta[b]furan
  参考文献：
  名称：

  Prins reaction of 2-oxabicyclo[3.3.0]oct-6-en-3-one and related derivatives

  摘要：

  Reaction of formaldehyde with the title olefinic lactone in acetic acid affords diacetate of 1,3-diol (2a) as the main product in 50 - 60% yield via regioselective trans-addition. Less favourable results were obtained with related bicyclic derivatives.

  DOI：

  10.1016/s0040-4020(01)88339-3