(+/-)-Prestegane B | 93376-04-6

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: (+/-)-Prestegane B
• 英文别名: (3S,4S)-3,4-bis[(3-hydroxy-4-methoxyphenyl)methyl]oxolan-2-one
• CAS: 93376-04-6；112019-26-8
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: IDASJTBLBSIWHG-CABCVRRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  85.2
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2932209090

反应信息

• 作为反应物：
  描述：

  (+/-)-Prestegane B 在 palladium on activated charcoal 氢气 、 三溴化硼 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 3,4-二[(3-羟基苯基)甲基]四氢呋喃-2-酮
  参考文献：
  名称：

  Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.

  摘要：

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.

  DOI：

  10.1016/s0040-4020(01)88186-2
• 作为产物：
  描述：

  3-苄氧基-4-甲氧苄醇 在 palladium on activated charcoal 六甲基磷酰三胺 、 正丁基锂 、 氢气 、 三溴化磷 、 六甲基二硅氮烷 作用下， 以 乙醚 、 溶剂黄146 、 乙酸乙酯 为溶剂， -78.0~25.0 ℃ 、344.73 kPa 条件下， 反应 3.33h， 生成 (+/-)-Prestegane B
  参考文献：
  名称：

  Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.

  摘要：

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.

  DOI：

  10.1016/s0040-4020(01)88186-2

文献信息

• Ruthenium(IV) dioxide in fluoro acid medium. An efficient biaryl phenol coupling process, exemplified with a biomimetic access to the skeleton of steganacin from presteganes
  作者：Jean Pierre Robin、Yannick Landais

  DOI：10.1021/jo00236a056

  日期：1988.1
• Ruthenium dioxide in fluoro acid medium: II. Application to the formation of steganes skeleton by oxidative phenolic coupling.
  作者：Jean-Pierre Robin、Yannick Landais

  DOI：10.1016/s0040-4020(01)88186-2

  日期：——

  Ruthenium (IV) dioxide dihydrate in fluoro acidic medium was found to be a very efficient agent for the oxidative coupling of the phenolic lignans (+/-)-presteganes A and B. Different attempts to oxidise the diphenolic dibenzylbutanolide (+/-)-HPMF were also carried out, but were unsuccessful. Likely explanation for these failures are given.