(1R,4S,5S,7RS,8R,9R)-5-acetoxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undec-7-yl acetate | 1240300-68-8

• 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: (1R,4S,5S,7RS,8R,9R)-5-acetoxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undec-7-yl acetate
• 英文别名: (1r,4s,5s,7Rs,8r,9r)-5-acetoxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6,2,1,0 4,9]undec-7-yl acetate；[(1R,4S,5S,8R,9R)-7-acetyloxy-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.04,9]undecan-5-yl]methyl acetate
• CAS: 1240300-68-8
• 化学式: C₁₆H₂₄O₆
• 分子量: 312.363
• InChiKey: IDSDARLGDHSISI-MNUHAGFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (1R,4S,5S,7RS,8R,9R)-5-acetoxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undec-7-yl acetate 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 (1R,4S,5S,7R,8R,9R)-5-hydroxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undecan-7-ol 、 (1R,4S,5S,7S,8R,9R)-5-hydroxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undecan-7-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
• 作为产物：
  描述：

  (1S,2S,7R,8R,9R)-5,8-dimethyl-10,12-dioxatricyclo[7.2.1.0^2,7]dodec-4-en-8-ol 、 乙酸酐 在 磷酸 作用下， 反应 0.08h， 以80%的产率得到(1R,4S,5S,7RS,8R,9R)-5-acetoxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undec-7-yl acetate
  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