(1R,4S,5S,7R,8R,9R)-1,8-dimethyl-7-methoxy-6,11-dioxatricyclo[6.2.1.04,9]undec-5-ylmethanol | 1240300-72-4

• 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,7R,8R,9R)-1,8-dimethyl-7-methoxy-6,11-dioxatricyclo[6.2.1.04,9]undec-5-ylmethanol
• 英文别名: (1R,4S,5S,7R,8R,9R)-1,8-dimethyl-7-methoxy-6,11-dioxatricyclo[6.2.1.0^4,9]undec-5-ylmethanol
• CAS: 1240300-72-4
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: JENMXXWUILEJEF-ZRFFIENRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.31
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  47.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1R,4S,5S,7R,8R,9R)-1,8-dimethyl-7-methoxy-6,11-dioxatricyclo[6.2.1.04,9]undec-5-ylmethanol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以81%的产率得到(1R,4S,5S,7R,8R,9R)-1,8-dimethyl-7-methoxy-6,11-dioxatricyclo[6.2.1.04,9]undec-5-carbaldehyde
  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：

  甲醇 、 (1R,4S,5S,7RS,8R,9R)-5-hydroxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undecan-7-ol 在 盐酸 作用下， 以54%的产率得到(1R,4S,5S,7R,8R,9R)-1,8-dimethyl-7-methoxy-6,11-dioxatricyclo[6.2.1.04,9]undec-5-ylmethanol
  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