11,13-dihydro-11β-hydroxyarbusculin B | 157722-69-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 11,13-dihydro-11β-hydroxyarbusculin B
• 英文别名: Ripxzvqrcmxchk-dzgbddfrsa-；(3R,3aR,5aR,9bS)-3-hydroxy-3,5a,9-trimethyl-4,5,6,7,8,9b-hexahydro-3aH-benzo[g][1]benzofuran-2-one
• CAS: 157722-69-5
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: RIPXZVQRCMXCHK-DZGBDDFRSA-N

物化性质

• 沸点：
  385.3±35.0 °C(predicted)
• 密度：
  1.16±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11,13-dihydro-11β-hydroxyarbusculin B 在 selenium(IV) oxide 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 11,13-dihydro-3α,11β-dihydroarbusculin B 、 11,13-dihydro-3β,11β-dihydroarbusculin B
  参考文献：
  名称：

  Studies on the stereostructure of eudesmanolides from Umbelliferae: synthesis of 11β-angeloyloxy-α-santonin

  摘要：

  The first approach to the synthesis of decipienin A (1) having the stereostructure b (11 beta-angeloyloxy-alpha-santonin) have been performed following three different synthetic routes. The key step on the synthetic procedures is the stereoselective hydroxylation at C-11 position. An evaluation of the different used routes is discussed. Comparison of spectroscopic data of compound 1b and those from the natural decipienin A suggests that a stereostructure type a could be assigned to the natural product.

  DOI：

  10.1016/s0040-4020(01)80700-6
• 作为产物：
  描述：

  山道年 在 Wilkinson's catalyst 、 镍 三氟化硼乙醚 、 氢气 、 氧气 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 溶剂黄146 、 乙酸乙酯 、 苯 为溶剂， 5.0~10.0 ℃ 、50.66 kPa 条件下， 反应 33.5h， 生成 11,13-dihydro-11β-hydroxyarbusculin B
  参考文献：
  名称：

  Studies on the stereostructure of eudesmanolides from Umbelliferae: synthesis of 11β-angeloyloxy-α-santonin

  摘要：

  The first approach to the synthesis of decipienin A (1) having the stereostructure b (11 beta-angeloyloxy-alpha-santonin) have been performed following three different synthetic routes. The key step on the synthetic procedures is the stereoselective hydroxylation at C-11 position. An evaluation of the different used routes is discussed. Comparison of spectroscopic data of compound 1b and those from the natural decipienin A suggests that a stereostructure type a could be assigned to the natural product.

  DOI：

  10.1016/s0040-4020(01)80700-6

文献信息

• Studies on the stereostructure of eudesmanolides from Umbelliferae: synthesis of 11β-angeloyloxy-α-santonin
  作者：Francisco A. Macías、José María Aguilar、José María G. Molinillo、Guillermo M. Massanet、Frank R. Fronczek

  DOI：10.1016/s0040-4020(01)80700-6

  日期：1994.5

  The first approach to the synthesis of decipienin A (1) having the stereostructure b (11 beta-angeloyloxy-alpha-santonin) have been performed following three different synthetic routes. The key step on the synthetic procedures is the stereoselective hydroxylation at C-11 position. An evaluation of the different used routes is discussed. Comparison of spectroscopic data of compound 1b and those from the natural decipienin A suggests that a stereostructure type a could be assigned to the natural product.

表征谱图