(2S,3R,4R,5R,6S)-2-{(2S,3R,4S,5S,6R)-2-[(2S,4aS,8aR)-5-(2-Furan-3-yl-ethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-methyl-tetrahydro-pyran-3,4,5-triol | 141882-96-4

• 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: (2S,3R,4R,5R,6S)-2-{(2S,3R,4S,5S,6R)-2-[(2S,4aS,8aR)-5-(2-Furan-3-yl-ethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-methyl-tetrahydro-pyran-3,4,5-triol
• CAS: 141882-96-4
• 化学式: C₃₂H₅₀O₁₁
• 分子量: 610.742
• InChiKey: FAASKPMBDMDYGK-QMCVRBTHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  43.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  171.44
• 氢给体数：
  6.0
• 氢受体数：
  11.0

反应信息

• 作为产物：
  描述：

  在 氨 、 lithium 作用下， 以 四氢呋喃 为溶剂， 以87%的产率得到(2S,3R,4R,5R,6S)-2-{(2S,3R,4S,5S,6R)-2-[(2S,4aS,8aR)-5-(2-Furan-3-yl-ethyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yloxy}-6-methyl-tetrahydro-pyran-3,4,5-triol
  参考文献：
  名称：

  Syntheses of sweet tasting diterpene glycosides, baiyunoside and analogs

  摘要：

  Total syntheses of sweet tasting diterpene glycosides, baiyunoside, phlomisosides I and II, as well as a variety of analogs have accomplished by means of 2'-discriminated glycosylation followed by Noyori's glycosylation from racemic baiyunol. Sweet tastes of these synthetic glycosides have evaluated qualitatively.

  DOI：

  10.1016/s0040-4020(01)92246-x