[(1'R,4'aS,4'bR,8'aR,10'aS)-1',4'b,8',8'-tetramethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8a,9,10,10a-octahydro-1H-phenanthrene]-2'-yl]methanol | 261351-99-9

• 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: [(1'R,4'aS,4'bR,8'aR,10'aS)-1',4'b,8',8'-tetramethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8a,9,10,10a-octahydro-1H-phenanthrene]-2'-yl]methanol
• CAS: 261351-99-9
• 化学式: C₂₁H₃₄O₃
• 分子量: 334.499
• InChiKey: VGFGKDJZURGEDT-AUTFKRIHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(1'R,4'aS,4'bR,8'aR,10'aS)-1',4'b,8',8'-tetramethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8a,9,10,10a-octahydro-1H-phenanthrene]-2'-yl]methanol 在 四氢吡咯 、 碳酸氢钠 、 戴斯-马丁氧化剂 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 氯仿 为溶剂， 生成 (1R,4RS,4aS,4bS,8aR,10aS)-7-ethylenedioxy-1,4,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-2-vinylphenanthren-4-ol
  参考文献：
  名称：

  Absolute configuration of phytocassanes as proposed on the basis of the CD spectrum of synthetic (+)-2-deoxyphytocassane A

  摘要：

  Phytocassane A-E possess ent-cassane skeleton because synthetic (+)-2-deoxyphytocassane A with cassane skeleton showed the Cotton effects positive at 369 nm (due to the ring-C dienone chromophore) and negative at 289 nm (due to the ring-a carbonyl group), while the natural phytocassane A exhibited the opposite Cotton effects. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02060-2
• 作为产物：
  描述：

  (1R,2RS,4aR,4bR,8aR,10aS)-2-tert-butyldiphenylsilyloxymethyl-7-ethylenedioxy-1,2,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydro-1,4b,8,8-tetramethylphenanthrene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到[(1'R,4'aS,4'bR,8'aR,10'aS)-1',4'b,8',8'-tetramethylspiro[1,3-dioxolane-2,7'-2,4a,5,6,8a,9,10,10a-octahydro-1H-phenanthrene]-2'-yl]methanol
  参考文献：
  名称：

  Absolute configuration of phytocassanes as proposed on the basis of the CD spectrum of synthetic (+)-2-deoxyphytocassane A

  摘要：

  Phytocassane A-E possess ent-cassane skeleton because synthetic (+)-2-deoxyphytocassane A with cassane skeleton showed the Cotton effects positive at 369 nm (due to the ring-C dienone chromophore) and negative at 289 nm (due to the ring-a carbonyl group), while the natural phytocassane A exhibited the opposite Cotton effects. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)02060-2

文献信息

• Yajima, Arata; Mori, Kenji, European Journal of Organic Chemistry, 2000, # 24, p. 4079 - 4091
  作者：Yajima, Arata、Mori, Kenji

  DOI：——

  日期：——