<1S,8R,9R,13R>-11,11-dimethyl-6,10,12,14-tetraoxa-3,5-diazatetracyclo<6.5.1.0^9,13.0^1,5>tetradodecane-2,4-dione | 154014-04-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: <1S,8R,9R,13R>-11,11-dimethyl-6,10,12,14-tetraoxa-3,5-diazatetracyclo<6.5.1.0^9,13.0^1,5>tetradodecane-2,4-dione
• 英文别名: [1S,8R,9R,13R]-11,11-dimethyl-6,10,12,14-tetraoxa-3,5-diazatetracyclo[6.5.1.0^9,13.0^1,5]tetradodecane-2,4-dione；(1S,8R,9R,13R)-11,11-dimethyl-6,10,12,14-tetraoxa-3,5-diazatetracyclo[6.5.1.01,5.09,13]tetradecane-2,4-dione
• CAS: 154014-04-7
• 化学式: C₁₀H₁₂N₂O₆
• 分子量: 256.215
• InChiKey: HUOSXKHUMCVCKG-XYCSZJERSA-N

物化性质

• 密度：
  1.65±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  86.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  <1S,8R,9R,13R>-11,11-dimethyl-6,10,12,14-tetraoxa-3,5-diazatetracyclo<6.5.1.0^9,13.0^1,5>tetradodecane-2,4-dione 在 水 、 三氟乙酸 、 molybdenum hexacarbonyl 作用下， 以 乙腈 为溶剂， 生成 (2R,3S,4R,5S)-3,4-二羟基-2-(羟基甲基)-1-氧杂-6,8-二氮杂螺[4.4]壬烷-7,9-二酮
  参考文献：
  名称：

  Natural products as pesticides: Two examples of stereoselective synthesis

  摘要：

  The strategy and synthetic efforts leading to efficient stereoselective syntheses of thiangazole, a tris-thiazolinyl-oxazole metabolite isolated from Poly-angium spp., and of hydantocidin, a spironucleoside metabolite isolated from Streptomyces hygroscopicus, are discussed.

  DOI：

  10.1002/(sici)1096-9063(199601)46:1<37::aid-ps339>3.0.co;2-k
• 作为产物：
  描述：

  在 jones reagent 、 ammonium cerium(IV) nitrate 作用下， 以 乙腈 为溶剂， 生成 <1S,8R,9R,13R>-11,11-dimethyl-6,10,12,14-tetraoxa-3,5-diazatetracyclo<6.5.1.0^9,13.0^1,5>tetradodecane-2,4-dione
  参考文献：
  名称：

  Natural products as pesticides: Two examples of stereoselective synthesis

  摘要：

  The strategy and synthetic efforts leading to efficient stereoselective syntheses of thiangazole, a tris-thiazolinyl-oxazole metabolite isolated from Poly-angium spp., and of hydantocidin, a spironucleoside metabolite isolated from Streptomyces hygroscopicus, are discussed.

  DOI：

  10.1002/(sici)1096-9063(199601)46:1<37::aid-ps339>3.0.co;2-k

文献信息

• Stereoselective synthesis of (+)-hydantocidin
  作者：Philippe Chemla

  DOI：10.1016/s0040-4039(00)60134-x

  日期：1993.11

  The naturally occurring spironucleoside (+)-hydantocidin 1 was synthesized from 1,2:3,4-di-O-isopropylidene-D-psicofuranose using a new oxygen-bridged intramolecular Vorbruggen coupling of the N-hydroxyurea 5 in presence of a catalytic amount of trimethylsilyltriflate.
• Natural products as pesticides: Two examples of stereoselective synthesis
  作者：Thomas Früh、Philippe Chemla、Jürg Ehrler、Saleem Farooq

  DOI：10.1002/(sici)1096-9063(199601)46:1<37::aid-ps339>3.0.co;2-k

  日期：1996.1

  The strategy and synthetic efforts leading to efficient stereoselective syntheses of thiangazole, a tris-thiazolinyl-oxazole metabolite isolated from Poly-angium spp., and of hydantocidin, a spironucleoside metabolite isolated from Streptomyces hygroscopicus, are discussed.