3-bromo-5--6-hydroxy-2-methylbenzaldehyde | 137644-95-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-bromo-5--6-hydroxy-2-methylbenzaldehyde
• 英文别名: ethyl 2-(5-bromo-3-formyl-2-hydroxy-4-methylphenyl)-2-butylsulfanylacetate
• CAS: 137644-95-2
• 化学式: C₁₆H₂₁BrO₄S
• 分子量: 389.31
• InChiKey: CZJTWIBBPZDDBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.41
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3-bromo-5--6-hydroxy-2-methylbenzaldehyde 在 platinum(IV) oxide 草酰氯 、 氢气 、 镍 、 三氟乙酸 作用下， 以 乙醚 、 二氯甲烷 、 苯 为溶剂， 反应 18.58h， 生成 2-<3-(4-diazo-3-oxobutyl)-2-methoxy-4-methylphenyl>acetic acid ethyl ester
  参考文献：
  名称：

  Pseudoguaianolides from intramolecular cycloadditions of aryl diazoketones: synthesis of (±)-confertin and an approach to the synthesis of (±)-damsin

  摘要：

  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.

  DOI：

  10.1039/p19910002565
• 作为产物：
  描述：

  2-甲氧基-6-甲基苯甲醛 在 溴 、 三溴化硼 、 四氯化锡 、 铁粉 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 反应 2.42h， 生成 3-bromo-5--6-hydroxy-2-methylbenzaldehyde
  参考文献：
  名称：

  Pseudoguaianolides from intramolecular cycloadditions of aryl diazoketones: synthesis of (±)-confertin and an approach to the synthesis of (±)-damsin

  摘要：

  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.

  DOI：

  10.1039/p19910002565