(1S,2S,7R,8R,9R)-5-methyl-8-trimethylsiloxy-10,12-dioxatricyclo[7.2.1.0(2,7)]dodec-4-ene | 1221185-30-3

• 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-methyl-8-trimethylsiloxy-10,12-dioxatricyclo[7.2.1.0(2,7)]dodec-4-ene
• 英文别名: (1s,2s,7r,8r,9r)-5-Methyl-8-trimethylsiloxy-10,12-dioxatricyclo[7,2,1,0 2,7]dodec-4-ene；trimethyl-[[(1S,2S,7R,8R,9R)-5-methyl-10,12-dioxatricyclo[7.2.1.02,7]dodec-4-en-8-yl]oxy]silane
• CAS: 1221185-30-3
• 化学式: C₁₄H₂₄O₃Si
• 分子量: 268.428
• InChiKey: AQFWHJVSHYLIIB-RYMFRWLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  三甲基氯硅烷 、 (1S,2S,7R,8R,9R)-5-methyl-10,12-dioxatricyclo[7.2.1.0(2,7)]dodec-4-en-8-ol 在 吡啶 作用下， 以78%的产率得到(1S,2S,7R,8R,9R)-5-methyl-8-trimethylsiloxy-10,12-dioxatricyclo[7.2.1.0(2,7)]dodec-4-ene
  参考文献：
  名称：

  Cleavage of the 1,6-anhydro bridge in the levoglucosenone adduct with isoprene and its derivatives

  摘要：

  Methods of opening of the 1,6-anhydro bridge in levoglucosenone (ZnCl(2)-Ac(2)O), its adducts with isoprene (ZnCl(2)-Ac(2)O, HCl-MeOH), and hydroxy derivatives (H(3)PO(4)-Ac(2) (O)) were studied. Cleavage of the 1,6-anhydro bridge in anomeric acetoxy derivatives of levoglucosenone-isoprene adduct by the action of BF(3) center dot Et(2)O-Ac(2)O was accompanied by acetylation at the allylic C (6) position.

  DOI：

  10.1134/s1070428010010148