FPL-55712

Chemical Name: 7-[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)-2-hydroxypropoxy)-4-oxo-8-propyl-4H-1-benzopyran-2-carboxylic acid
CAS No. 40786-08-1 (Na salt)
项目整合开发状态: Phase II
项目研究机构: AstraZeneca (Originator)
合成路线:By condensation of ethyl 8-propyl-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (I) with 4-(2,3-epoxypropoxy)-3-propyl-2-hydroxyacetophenone (II) by means of benzyltrimethylammonium hydroxide in refluxing DMF,followed by hydrolysis with NaHCO3 in refluxing ethanol - water.The starting compounds (I) and (II) are prepared as follows:1) The condensation of 3-propyl-2,4-dihydroxyacetophenone (III) with diethyl oxalate (IV) by means of sodium ethoxide in refluxing ethanol gives (I).2) The condensation of acetophenone (III) with 1-chloro-2,3-epoxypropane (V) by means of KOH in refluxing ethanol - water gives (II).
📌 参考资料/链接:
参考文献标题:Chromone derivs.
文献作者:Augstein,J.; Lee,T.B.; Carter,D.(AstraZeneca plc)
参考来源:FR 2147287

📄 详细内容


合成路线:By condensation of ethyl 8-propyl-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (I) with 4-(2,3-epoxypropoxy)-3-propyl-2-hydroxyacetophenone (II) by means of benzyltrimethylammonium hydroxide in refluxing DMF,followed by hydrolysis with NaHCO3 in refluxing ethanol - water.The starting compounds (I) and (II) are prepared as follows:1) The condensation of 3-propyl-2,4-dihydroxyacetophenone (III) with diethyl oxalate (IV) by means of sodium ethoxide in refluxing ethanol gives (I).2) The condensation of acetophenone (III) with 1-chloro-2,3-epoxypropane (V) by means of KOH in refluxing ethanol - water gives (II).

参考文献标题:Chrome cpds.having SRS-A properties
文献作者:Augstein,J.; Carter,D.; Lee,T.B.(AstraZeneca plc)
参考来源:US 3882148


合成路线:By condensation of ethyl 8-propyl-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (I) with 4-(2,3-epoxypropoxy)-3-propyl-2-hydroxyacetophenone (II) by means of benzyltrimethylammonium hydroxide in refluxing DMF,followed by hydrolysis with NaHCO3 in refluxing ethanol - water.The starting compounds (I) and (II) are prepared as follows:1) The condensation of 3-propyl-2,4-dihydroxyacetophenone (III) with diethyl oxalate (IV) by means of sodium ethoxide in refluxing ethanol gives (I).2) The condensation of acetophenone (III) with 1-chloro-2,3-epoxypropane (V) by means of KOH in refluxing ethanol - water gives (II).

参考文献标题:FPL-55,712
文献作者:Blancafort,P.; Castar,J.; Sneddon,J.M.; Serradell,M.N.
参考来源:Drugs Fut 1982,7(7),472


合成路线:By condensation of ethyl 8-propyl-7-hydroxy-4-oxo-4H-1-benzopyran-2-carboxylate (I) with 4-(2,3-epoxypropoxy)-3-propyl-2-hydroxyacetophenone (II) by means of benzyltrimethylammonium hydroxide in refluxing DMF,followed by hydrolysis with NaHCO3 in refluxing ethanol - water.The starting compounds (I) and (II) are prepared as follows:1) The condensation of 3-propyl-2,4-dihydroxyacetophenone (III) with diethyl oxalate (IV) by means of sodium ethoxide in refluxing ethanol gives (I).2) The condensation of acetophenone (III) with 1-chloro-2,3-epoxypropane (V) by means of KOH in refluxing ethanol - water gives (II).
参考文献标题:Antagonits of slow reacting substance od anaphylaxis.Synthesis of a series of chromone-2-carboxylic acids
文献作者:Appleton,R.A.; Bantick,J..; Chamberlain,T.R.; Hardern,D.N.; Lee,T.B.; Pratt,A.D.
参考来源:J Med Chem 1979,20(3),371


产品链接: CAS No. 40786-08-1››