(1S,2S,7R,8R,9R)-5,8-dimethyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-ol | 1240300-66-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1S,2S,7R,8R,9R)-5,8-dimethyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-ol
• 英文别名: (1s,2s,7r,8r,9r)-5,8-Dimethyl-10,12-dioxa-tricyclo[7,2,1,0 2,7]dodec-4-en-8-ol；(1S,2S,7R,8R,9R)-5,8-dimethyl-10,12-dioxatricyclo[7.2.1.02,7]dodec-4-en-8-ol
• CAS: 1240300-66-6
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: DLSRNMIKIGHSBY-VSSNEEPJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  (1S,2S,7R,8R,9R)-5,8-dimethyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-ol 在 5% Pd(II)/C(eggshell) 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 反应 36.0h， 以83%的产率得到(1R,2R,3R,5R,8S,9S)-2,5-dimethyl-11,12,13-trioxatetracyclo[7.2.1.12,503,8]tridecene
  参考文献：
  名称：

  Reactions of stereocontrolled intramolecular carbocyclization of levoglucosenone adduct with isoprene

  摘要：

  An intramolecular carbocyclization was found of levoglucosenone adduct with isoprene providing a fused cyclobutane. The intramolecular oxacyclization of the adduct was performed under the treatment with I(2), H(3)PO(4), SOCl(2), and Pd/C leading to 1,4-epoxide. Methods were developed of radical and anionic (by Ferrier method) transformation of the adduct into chiral trans- and cis-decalins.

  DOI：

  10.1134/s1070428010020144
• 作为产物：
  描述：

  甲基碘化镁 、 (1S,2S,7R,9R)-5-methyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-one 以 四氢呋喃 、 乙醚 为溶剂， 以80%的产率得到(1S,2S,7R,8R,9R)-5,8-dimethyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-ol
  参考文献：
  名称：

  Reactions of stereocontrolled intramolecular carbocyclization of levoglucosenone adduct with isoprene

  摘要：

  An intramolecular carbocyclization was found of levoglucosenone adduct with isoprene providing a fused cyclobutane. The intramolecular oxacyclization of the adduct was performed under the treatment with I(2), H(3)PO(4), SOCl(2), and Pd/C leading to 1,4-epoxide. Methods were developed of radical and anionic (by Ferrier method) transformation of the adduct into chiral trans- and cis-decalins.

  DOI：

  10.1134/s1070428010020144