Acifran, AY-25712, Reductol
阿西弗兰Chemical Name: 2-Methyl-2-phenyl-3(2H)-furanone-5-carboxylic acid; 4,5-Dihydro-5-methyl-4-oxo-5-phenyl-2-furancarboxylic acid
CAS No. 72420-38-3, 72420-39-4 (benzenemethanamine salt (1:1))
项目整合开发状态: Phase III
项目研究机构: Wyeth Pharmaceuticals (Originator)
合成路线:This compound can be obtained by two related ways:1) The hydrolysis of 3-hydroxy-3-phenyl-1-butyne (I) with aqueous H2SO4 catalyzed by mercuric sulfate gives 3-hydroxy-3-phenyl-2-butanone (II),which is cyclized and decarboxylated by reaction with diethyl oxalate (III) and NaH in hot THF.2) When the reaction of (II) with (III) is carried out under milder conditions 6-methyl-6-phenyltetrahydropyran-2,3,5-trione (IV) is obtained.This compound is then treated with aqueous NaOH at pH 11.
📌 参考资料/链接：
参考文献标题:AY-25,712
文献作者:Serradell,M.N.; Blancafort,P.; Grau,M.; Castar,J.
参考来源:Drugs Fut 1983,8(3),184
📄 详细内容
合成路线:This compound can be obtained by two related ways:1) The hydrolysis of 3-hydroxy-3-phenyl-1-butyne (I) with aqueous H2SO4 catalyzed by mercuric sulfate gives 3-hydroxy-3-phenyl-2-butanone (II),which is cyclized and decarboxylated by reaction with diethyl oxalate (III) and NaH in hot THF.2) When the reaction of (II) with (III) is carried out under milder conditions 6-methyl-6-phenyltetrahydropyran-2,3,5-trione (IV) is obtained.This compound is then treated with aqueous NaOH at pH 11.
参考文献标题:Process for preparing 4,5-dihydro-4-oxofuran-2-carboxylic acid derivatives
文献作者:Jirkovsky,J.L.; Dvornik,D.; Cayen,M.N.
参考来源:EP 0006305; ES 8100283; US 4169202; WO 8000025
产品链接: CAS No. 72420-38-3››