5,9-di-O-isopropylidenaspinonene | 157440-51-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5,9-di-O-isopropylidenaspinonene
• 英文别名: (E,2S)-4-[(4R)-2,2-dimethyl-4-[(2R,3S)-3-methyloxiran-2-yl]-1,3-dioxolan-4-yl]but-3-en-2-ol
• CAS: 157440-51-2
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: UGEVULPFWCNIOJ-PCJMQZFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  51.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 5,9-di-O-isopropylidenaspinonene 在 4-二甲氨基吡啶 、 2-甲基-6-硝基苯甲酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以57%的产率得到[(E,2S)-4-[(4R)-2,2-dimethyl-4-[(2R,3S)-3-methyloxiran-2-yl]-1,3-dioxolan-4-yl]but-3-en-2-yl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  参考文献：
  名称：

  Pentaketides Relating to Aspinonene and Dihydroaspyrone from a Marine-Derived Fungus, Aspergillus ostianus

  摘要：

  Three new pentaketides, aspinotriols A (1) and B (3) and aspinonediol (5), were isolated together with two known compounds, aspinonene (7) and dihydroaspyrone (9), from the marine fungus Aspergillus ostianus strain O1F313, which was collected in Pohnpei and cultured with bromine-modified artificial seawater. The structures of the new compounds were determined by spectroscopic analyses including I D and 2D NMR. Although 1 and 3 are diastereomers, they show nearly superimposable H-1 and C-13 NMR spectra. The absolute configurations of compounds 1, 3, 5, and 9 were elucidated by the modified Mosher's method.

  DOI：

  10.1021/np070301n
• 作为产物：
  描述：

  2,2-二甲氧基丙烷 、 aspinonene 在 对甲苯磺酸 作用下， 反应 0.5h， 以83%的产率得到5,9-di-O-isopropylidenaspinonene
  参考文献：
  名称：

  Pentaketides Relating to Aspinonene and Dihydroaspyrone from a Marine-Derived Fungus, Aspergillus ostianus

  摘要：

  Three new pentaketides, aspinotriols A (1) and B (3) and aspinonediol (5), were isolated together with two known compounds, aspinonene (7) and dihydroaspyrone (9), from the marine fungus Aspergillus ostianus strain O1F313, which was collected in Pohnpei and cultured with bromine-modified artificial seawater. The structures of the new compounds were determined by spectroscopic analyses including I D and 2D NMR. Although 1 and 3 are diastereomers, they show nearly superimposable H-1 and C-13 NMR spectra. The absolute configurations of compounds 1, 3, 5, and 9 were elucidated by the modified Mosher's method.

  DOI：

  10.1021/np070301n

文献信息

• Fuchser, Jens; Grabley, Susanne; Noltemeyer, Mathias, Liebigs Annalen der Chemie, 1994, # 8, p. 831 - 836
  作者：Fuchser, Jens、Grabley, Susanne、Noltemeyer, Mathias、Philipps, Siegrid、Thiericke, Ralf、Zeeck, Axel

  DOI：——

  日期：——