tert-butyl (E)-3-[5-bromo-3-(1-butylsulfanyl-2-ethoxy-2-oxoethyl)-2-methoxy-6-methylphenyl]prop-2-enoate | 137645-03-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: tert-butyl (E)-3-[5-bromo-3-(1-butylsulfanyl-2-ethoxy-2-oxoethyl)-2-methoxy-6-methylphenyl]prop-2-enoate
• CAS: 137645-03-5
• 化学式: C₂₃H₃₃BrO₅S
• 分子量: 501.482
• InChiKey: VJSAVCWGWULGTG-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.26
• 重原子数：
  30.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (E)-3-[5-bromo-3-(1-butylsulfanyl-2-ethoxy-2-oxoethyl)-2-methoxy-6-methylphenyl]prop-2-enoate 在 platinum(IV) oxide 氢气 、 镍 作用下， 生成 tert-butyl 3-(3-carboxymethyl-2-methoxy-6-methylphenyl)propionate
  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：

  3-溴-6-羟基-2-甲基苯甲醛 在 四氯化锡 作用下， 以 乙醚 、 苯 为溶剂， 反应 2.0h， 生成 tert-butyl (E)-3-[5-bromo-3-(1-butylsulfanyl-2-ethoxy-2-oxoethyl)-2-methoxy-6-methylphenyl]prop-2-enoate
  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