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【结 构 式】

【分子编号】35963

【品名】6-methyl-6-phenyl-2H-pyran-2,3,5(4H,6H)-trione

【CA登记号】

【 分 子 式 】C12H10O4

【 分 子 量 】218.209

【元素组成】C 66.05% H 4.62% O 29.33%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(IV)

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.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 35961 2-phenyl-3-butyn-2-ol 127-66-2 C10H10O 详情 详情
(II) 35962 3-hydroxy-3-phenyl-2-butanone C10H12O2 详情 详情
(III) 17571 Diethyl oxalate; Ethyl 2-ethoxy-2-oxoacetate 95-92-1 C6H10O4 详情 详情
(IV) 35963 6-methyl-6-phenyl-2H-pyran-2,3,5(4H,6H)-trione C12H10O4 详情 详情
Extended Information