(13E)-labda-8,13-diene-6β,7α,15-triol | 111602-93-8

• 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: (13E)-labda-8,13-diene-6β,7α,15-triol
• 英文别名: (1S,2S,4aS,8aS)-4-[(E)-5-hydroxy-3-methylpent-3-enyl]-3,4a,8,8-tetramethyl-1,2,5,6,7,8a-hexahydronaphthalene-1,2-diol
• CAS: 111602-93-8
• 化学式: C₂₀H₃₄O₃
• 分子量: 322.488
• InChiKey: RLISTJPUAUXSSD-IHJUFPASSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (13E)-labda-8,13-diene-6β,7α,15-triol 、 乙酰氯 在 N,N-二甲基苯胺 作用下， 以 二氯甲烷 为溶剂， 反应 120.0h， 以98%的产率得到(13E)-6β,7α,15-triacetoxy-labda-8,13-diene
  参考文献：
  名称：

  Synthetic studies to highly functionalised B ring labdanes

  摘要：

  Several 6,7-dioxygenated (cis or trans) labdanes have been synthesised starting front sclareol. A new strategy that allows the obtention of diols alpha-cis as well as beta-cis of trans is described. In particular, the syntheses of three natural highly functionalised labdanes in the B rings of 2, 3 and 4 with different side chains are reported. The syntheses have permitted to Correct the proposed Structure for one of them. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.083
• 作为产物：
  描述：

  ethyl (13E)-7α-acetoxy-6β-hydroxy-labda-8,13-dien-15-oate 在 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 0.5h， 以98%的产率得到(13E)-labda-8,13-diene-6β,7α,15-triol
  参考文献：
  名称：

  Synthetic studies to highly functionalised B ring labdanes

  摘要：

  Several 6,7-dioxygenated (cis or trans) labdanes have been synthesised starting front sclareol. A new strategy that allows the obtention of diols alpha-cis as well as beta-cis of trans is described. In particular, the syntheses of three natural highly functionalised labdanes in the B rings of 2, 3 and 4 with different side chains are reported. The syntheses have permitted to Correct the proposed Structure for one of them. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.083