(-)-7α,8α,11-trihydroxydrimane | 92464-53-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (-)-7α,8α,11-trihydroxydrimane
• 英文别名: drimane-7α,8α,11-triol；driman-7α,8α,11-triol
• CAS: 92464-53-4
• 化学式: C₁₅H₂₈O₃
• 分子量: 256.386
• InChiKey: BLJQFAPBVZSBOZ-HPYVJYLESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.69
• 氢给体数：
  3.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (-)-7α,8α,11-trihydroxydrimane 在 吡啶 、 chromium(VI) oxide 、 氢氧化钾 、 sodium hydroxide 、 苄基三乙基氯化铵 、 一水合肼 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 46.5h， 生成 (-)-(4aR,6aS,10aS,10bR)-4a,7,7,10a-tetramethylperhydronaphtho<2,1-d><1,3>dioxin
  参考文献：
  名称：

  Maturana, H.; Sierra, J.; Lopez, J., Synthetic Communications, 1984, vol. 14, # 7, p. 661 - 674

  摘要：

  DOI：
• 作为产物：
  描述：

  (-)-补身醇 在 甲基磺酰胺 、 AD-mix-β 作用下， 以 水 、 叔丁醇 为溶剂， 以94%的产率得到(-)-7α,8α,11-trihydroxydrimane
  参考文献：
  名称：

  Asymmetric dihydroxylation of drim-7-en-11-ol: synthesis of diastereomerically pure driman-7α,8α,11-triol and its elaboration into novel chlorinated norlabdanic compounds

  摘要：

  The asymmetric dihydroxylation of drim-7-en-11-ol was studied in detail and diastereomerically pure driman-7 alpha,8 alpha,11- and driman-7 beta,8 beta,11-triols were prepared. Further elaboration of driman-7 alpha,8 alpha,11-triol afforded 14,15-bisnorlabd-7 alpha,8 alpha-isopropylidenedioxy-11,13-dione from which a novel chlorinated bisnorlabdanic compound (14,15-bisnorlabd-12-ene-12-chloro-8 alpha,13-epoxy-7 alpha-ol-11-one) and an unusual dichloro-derivative, 13,14,15,16-tetranorlabd-12-dichloro-7 alpha-acetoxy-8 alpha-ol-11-one, were obtained. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.06.029

文献信息

• Asymmetric dihydroxylation of drim-7-en-11-ol: synthesis of diastereomerically pure driman-7α,8α,11-triol and its elaboration into novel chlorinated norlabdanic compounds
  作者：Pavel Vlad、Elena Gorincioi、Aculina Aricu、Alic Barba、Ada Manzocchi、Enzo Santaniello

  DOI：10.1016/j.tetasy.2010.06.029

  日期：2010.9

  The asymmetric dihydroxylation of drim-7-en-11-ol was studied in detail and diastereomerically pure driman-7 alpha,8 alpha,11- and driman-7 beta,8 beta,11-triols were prepared. Further elaboration of driman-7 alpha,8 alpha,11-triol afforded 14,15-bisnorlabd-7 alpha,8 alpha-isopropylidenedioxy-11,13-dione from which a novel chlorinated bisnorlabdanic compound (14,15-bisnorlabd-12-ene-12-chloro-8 alpha,13-epoxy-7 alpha-ol-11-one) and an unusual dichloro-derivative, 13,14,15,16-tetranorlabd-12-dichloro-7 alpha-acetoxy-8 alpha-ol-11-one, were obtained. (C) 2010 Elsevier Ltd. All rights reserved.
• Maturana, H.; Sierra, J.; Lopez, J., Synthetic Communications, 1984, vol. 14, # 7, p. 661 - 674
  作者：Maturana, H.、Sierra, J.、Lopez, J.、Cortes, M.

  DOI：——

  日期：——