6-acetoxy-1,2,3,5,6,7,8,8a-octahydro-4,8a-dimethylazulen-1-ol | 122054-10-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-acetoxy-1,2,3,5,6,7,8,8a-octahydro-4,8a-dimethylazulen-1-ol
• 英文别名: (3-hydroxy-3a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-azulen-6-yl) acetate
• CAS: 122054-10-8
• 化学式: C₁₄H₂₂O₃
• 分子量: 238.327
• InChiKey: KAZABRWXOCSWSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-acetoxy-1,2,3,5,6,7,8,8a-octahydro-4,8a-dimethylazulen-1-ol 、 叔丁基二甲基氯硅烷 生成 [(3R,3aR)-3-[tert-butyl(dimethyl)silyl]oxy-3a,8-dimethyl-2,3,4,5,6,7-hexahydro-1H-azulen-6-yl] acetate
  参考文献：
  名称：

  KENNEDY, MICHAEL;MCKERVEY, M. ANTHONY, J. CHEM. SOC. CHEM. COMMUN.,(1988) N 15, C. 1028-1030

  摘要：

  DOI：
• 作为产物：
  描述：

  6-acetoxy-1,2,3,8a-tetrahydro-4,8a-dimethylazulen-1-ol 生成 6-acetoxy-1,2,3,5,6,7,8,8a-octahydro-4,8a-dimethylazulen-1-ol
  参考文献：
  名称：

  KENNEDY, MICHAEL;MCKERVEY, M. ANTHONY, J. CHEM. SOC. CHEM. COMMUN.,(1988) N 15, C. 1028-1030

  摘要：

  DOI：

文献信息

• A new route to functionalised hydroazulenes. Synthesis of (±)-confertin
  作者：Michael Kennedy、M. Anthony McKervey

  DOI：10.1039/c39880001028

  日期：——

  The advanced confertin intermediate (13) has been synthesised in 20% yield from a simple dihydrocinnamic acid precursor, the hydroazulene skeleton having been constructed by rhodium(II) mandelate-catalysed cyclisation–ring expansion of an α-diazoketone.

  先进的confertin中间体（13）是由一种简单的二氢肉桂酸前体合成的，产率为20％，该水解腈骨架是由扁桃酸铑（II）催化的α-二氮酮的环化-扩环构建的。
• Pseudoguaianolides from intramolecular cycloadditions of aryl diazoketones: synthesis of (±)-confertin and an approach to the synthesis of (±)-damsin
  作者：Michael Kennedy、M. Anthony McKervey

  DOI：10.1039/p19910002565

  日期：——

  Rhodium(II) mandelate-catalysed cyclisation of alpha-diazoketones derived from 3-arylpropionic acids produces bicyclo[5.3.0]decatrienones, one of which has been used to synthesise an advanced (+/-)-confertin intermediate in six stages and 20% overall yield. The possibility of constructing intermediates for the synthesis of damsin-like pseudoguaianolides via catalysed diazoketone cyclisation is also examined and methods for the construction of polyfunctional 3-arylpropionic acids suitable for use as damsin precursors are presented.