Acetic acid (2S,3S,5R,6S)-5-acetoxy-6-(2-[1,3]dioxolan-2-yl-ethyl)-2-((S)-3-[1,3]dioxolan-2-yl-1-methanesulfonyloxy-propyl)-tetrahydro-pyran-3-yl ester | 135158-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: Acetic acid (2S,3S,5R,6S)-5-acetoxy-6-(2-[1,3]dioxolan-2-yl-ethyl)-2-((S)-3-[1,3]dioxolan-2-yl-1-methanesulfonyloxy-propyl)-tetrahydro-pyran-3-yl ester
• CAS: 135158-86-0
• 化学式: C₂₁H₃₄O₁₂S
• 分子量: 510.56
• InChiKey: LVSKAXIIBGOGSC-HUTLKBDOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.66
• 重原子数：
  34.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  142.12
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (2S,3S,5R,6S)-5-acetoxy-6-(2-[1,3]dioxolan-2-yl-ethyl)-2-((S)-3-[1,3]dioxolan-2-yl-1-methanesulfonyloxy-propyl)-tetrahydro-pyran-3-yl ester 在 对甲苯磺酸 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 5.25h， 生成
  参考文献：
  名称：

  Model studies directed towards microalga polyether toxins. A new approach to the construction of trans, syn, trans-oxotricyclic systems

  摘要：

  Investigations into the synthesis of trans,syn,trans-oxotricyclic systems present in marine polyether toxins are described. Present studies have led to the development of a scheme for procuring an appropriately functionalized C12 oxane-oxane-oxepane subunit. A new synthetic process for the construction of beta-dialkoxyoxanes starting from beta-diiodooxolanes has been investigated, demonstrating the ability of heterocyclic oxygens to act as conventional neighbouring group participators towards adjacent electrophilic sites.

  DOI：

  10.1016/s0040-4039(00)79693-6
• 作为产物：
  描述：

  在 camphor-10-sulfonic acid 吡啶 、 sodium periodate 、 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 Acetic acid (2S,3S,5R,6S)-5-acetoxy-6-(2-[1,3]dioxolan-2-yl-ethyl)-2-((S)-3-[1,3]dioxolan-2-yl-1-methanesulfonyloxy-propyl)-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Model studies directed towards microalga polyether toxins. A new approach to the construction of trans, syn, trans-oxotricyclic systems

  摘要：

  Investigations into the synthesis of trans,syn,trans-oxotricyclic systems present in marine polyether toxins are described. Present studies have led to the development of a scheme for procuring an appropriately functionalized C12 oxane-oxane-oxepane subunit. A new synthetic process for the construction of beta-dialkoxyoxanes starting from beta-diiodooxolanes has been investigated, demonstrating the ability of heterocyclic oxygens to act as conventional neighbouring group participators towards adjacent electrophilic sites.

  DOI：

  10.1016/s0040-4039(00)79693-6