(Z)-(1R,3R,6R,10R,12S)-3-Ethyl-4,6,10,12-tetramethyl-16-oxa-tricyclo[12.2.1.0^1,6]heptadeca-4,13-diene-15,17-dione | 155093-56-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: (Z)-(1R,3R,6R,10R,12S)-3-Ethyl-4,6,10,12-tetramethyl-16-oxa-tricyclo[12.2.1.0^1,6]heptadeca-4,13-diene-15,17-dione
• CAS: 155093-56-4
• 化学式: C₂₂H₃₂O₃
• 分子量: 344.494
• InChiKey: CVNPCFRHCWBNCE-GNAXXGPJSA-N

反应信息

• 作为反应物：
  描述：

  (Z)-(1R,3R,6R,10R,12S)-3-Ethyl-4,6,10,12-tetramethyl-16-oxa-tricyclo[12.2.1.0^1,6]heptadeca-4,13-diene-15,17-dione 在 水 、 三氟乙酸 作用下， 以 氘代甲醇 为溶剂， 生成 A88696F
  参考文献：
  名称：

  Chemistry of the microbial metabolite A88696F, a new 2-(α-hydroxyalkyl) tetronic acid

  摘要：

  Some unusual chemistry of the gastric ATP-ase inhibitor A88696F (3), a naturally-occurring 2-(alpha-hydroxyalkyl) tetronic acid, is described. It undergoes triethylamine-mediated reduction of the hydroxyl group to afford A88696C (1), presumably via the olefin 4. This olefin was prepared from 3 in high yield under mild acidic conditions, and was stereoselectively rehydrated bade to alcohol 3, and epoxidized to A88696D (2).

  DOI：

  10.1016/s0040-4039(00)61495-8
• 作为产物：
  描述：

  A88696F 在 三氟乙酸 作用下， 以 氘代氯仿 为溶剂， 生成 (Z)-(1R,3R,6R,10R,12S)-3-Ethyl-4,6,10,12-tetramethyl-16-oxa-tricyclo[12.2.1.0^1,6]heptadeca-4,13-diene-15,17-dione
  参考文献：
  名称：

  Chemistry of the microbial metabolite A88696F, a new 2-(α-hydroxyalkyl) tetronic acid

  摘要：

  Some unusual chemistry of the gastric ATP-ase inhibitor A88696F (3), a naturally-occurring 2-(alpha-hydroxyalkyl) tetronic acid, is described. It undergoes triethylamine-mediated reduction of the hydroxyl group to afford A88696C (1), presumably via the olefin 4. This olefin was prepared from 3 in high yield under mild acidic conditions, and was stereoselectively rehydrated bade to alcohol 3, and epoxidized to A88696D (2).

  DOI：

  10.1016/s0040-4039(00)61495-8