tert-butyl 3-(2,3-dihydro-6-methyl-2-oxobenzofuran-7-yl)propionate | 137644-99-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 3,4-二氢香豆素
• 英文名称: tert-butyl 3-(2,3-dihydro-6-methyl-2-oxobenzofuran-7-yl)propionate
• 英文别名: tert-butyl 3-(6-methyl-2-oxo-3H-1-benzofuran-7-yl)propanoate
• CAS: 137644-99-6
• 化学式: C₁₆H₂₀O₄
• 分子量: 276.332
• InChiKey: BYEAMWGAFBDFCP-UHFFFAOYSA-N

物化性质

• 沸点：
  397.8±31.0 °C(Predicted)
• 密度：
  1.145±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 3-(2,3-dihydro-6-methyl-2-oxobenzofuran-7-yl)propionate 在 草酰氯 、 三氟乙酸 作用下， 以 乙醚 、 苯 为溶剂， 反应 2.5h， 生成 2-diazo-5-(2,3-dihydro-6-methyl-2-oxobenzofuran-1-yl)pentan-3-one
  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-bromo-5--6-hydroxy-2-methylbenzaldehyde 在 sodium hydroxide 、 草酰氯 、 镍 作用下， 以 1,4-二氧六环 、 水 、 异丙醇 、 苯 为溶剂， 反应 30.0h， 生成 tert-butyl 3-(2,3-dihydro-6-methyl-2-oxobenzofuran-7-yl)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

文献信息

• [EN] REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED COMPOUNDS<br/>[FR] SYNTHÈSE RÉGIOSÉLECTIVE DE COMPOSÉS SUBSTITUÉS
  申请人：UNIV OREGON STATE

  公开号：WO2021211982A2

  公开（公告）日：2021-10-21

  Disclosed herein are embodiments of a method for making substituted compounds with specific and selectable regiochemistry. Also disclosed are compounds made by the method. The method may comprise contacting a compound having a formula I, with a compound according to formula II, in the presence of a Lewis acid to form a phenol compound according to formula III and/or a benzofuranone compound according to formula IV.