(1S,5S,6S,8S,9S,10S)-6-hydroxymethyl-2-methyl-7-oxatricyclo[6.1.1.0^5,10]dec-2-ene-8,9-diol | 1240300-60-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,5S,6S,8S,9S,10S)-6-hydroxymethyl-2-methyl-7-oxatricyclo[6.1.1.0^5,10]dec-2-ene-8,9-diol
• 英文别名: (1s,5s,6s,8s,9s,10s)-6-Hydroxymethyl-2-methyl-7-oxatricyclo[6,1,1,0 5,10]dec-2-ene-8,9-diol；(1S,2S,3S,5S,6S,10S)-5-(hydroxymethyl)-9-methyl-4-oxatricyclo[4.3.1.03,10]dec-8-ene-2,3-diol
• CAS: 1240300-60-0
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: AFLIPUHYZIQXNZ-FJCSBZGASA-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：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1S,3R,4aR,8aS,)-1-hydroxymethyl-6-methyl-4a,5,8,8a-tetrahydro-1H-isochromen-4(3H)-one 在 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 以30%的产率得到(1S,5S,6S,8S,9S,10S)-6-hydroxymethyl-2-methyl-7-oxatricyclo[6.1.1.0^5,10]dec-2-ene-8,9-diol
  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