5-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde | 66465-72-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde
• 英文别名: 5-Hydroxy-2,6,6-trimethylcyclohexene-1-carbaldehyde
• CAS: 66465-72-3
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: MTGWYMXYQZOHMM-UHFFFAOYSA-N

物化性质

• 沸点：
  267.2±40.0 °C(Predicted)
• 密度：
  1.066±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 反应 0.17h， 生成 (+/-)-2-hydroxy-β-cyclogeraniol
  参考文献：
  名称：

  A novel approach to the Taxol A-ring synthetic equivalents

  摘要：

  A novel short approach to the A-ring synthetic equivalents of Taxol was described. Oxabicyclic ketone 3 served as a versatile template for selective functionalization leading to oxabicyclic vinylic ether 6 in two steps, which was hydrolyzed under mild acidic conditions to afford the hydroxy aldehyde derivative 7. Synthetic equivalents 2 of Taxol A-ring were thus, accessible from hydroxy aldehyde 7. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.061
• 作为产物：
  描述：

  2-methoxymethylene-1,3,3-trimethyl-7-oxabicyclo[2.2.1]heptane 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 16.0h， 以680 mg的产率得到5-hydroxy-2,6,6-trimethylcyclohex-1-enecarbaldehyde
  参考文献：
  名称：

  A novel approach to the Taxol A-ring synthetic equivalents

  摘要：

  A novel short approach to the A-ring synthetic equivalents of Taxol was described. Oxabicyclic ketone 3 served as a versatile template for selective functionalization leading to oxabicyclic vinylic ether 6 in two steps, which was hydrolyzed under mild acidic conditions to afford the hydroxy aldehyde derivative 7. Synthetic equivalents 2 of Taxol A-ring were thus, accessible from hydroxy aldehyde 7. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.061