(1R,4S,5S,7RS,8R,9R)-5-hydroxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undecan-7-ol | 1240300-71-3

• 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: (1R,4S,5S,7RS,8R,9R)-5-hydroxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.0^4,9]undecan-7-ol
• 英文别名: (1r,4s,5s,7Rs,8r,9r)-5-hydroxymethyl-1,8-dimethyl-6,11-dioxatricyclo[6,2,1,0 4,9]undecan-7-ol；(1R,4S,5S,8R,9R)-5-(hydroxymethyl)-1,8-dimethyl-6,11-dioxatricyclo[6.2.1.04,9]undecan-7-ol
• CAS: 1240300-71-3
• 化学式: C₁₂H₂₀O₄
• 分子量: 228.288
• InChiKey: GJHXLWDNWQMUIV-RFGDTEJCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  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