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【结 构 式】 
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【药物名称】Acifran, AY-25712, Reductol 【化学名称】2-Methyl-2-phenyl-3(2H)-furanone-5-carboxylic acid 【CA登记号】72420-38-3, 72420-39-4 (benzenemethanamine salt (1:1)) 【 分 子 式 】C12H10O4 【 分 子 量 】218.2111 |
【开发单位】Wyeth Pharmaceuticals (Originator) 【药理作用】Lipoprotein Disorders, Treatment of , METABOLIC DRUGS |
合成路线1
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.
| 【1】 Jirkovsky, J.L.; Dvornik, D.; Cayen, M.N.; Process for preparing 4,5-dihydro-4-oxofuran-2-carboxylic acid derivatives. EP 0006305; ES 8100283; US 4169202; WO 8000025 . |
| 【2】 Serradell, M.N.; Blancafort, P.; Grau, M.; Castaner, J.; AY-25,712. Drugs Fut 1983, 8, 3, 184. |