翁丹西隆的合成

SYNTHESIS OF ONDANSETRON

以环己酮为起始原料,经与苯肼缩合、氧化、Mannich 反应制得1,2,3,9-四氢-3-二甲胺基甲基-4H-咔唑-4-酮盐酸盐(5),后者再与2-甲基咪唑缩合、甲基化合成翁丹西隆,总收率为10.4%。

The selective 5-HT_3 receptor antagonist,ondansetron(1),wassynthesized from 3-[(dimethylamino) methyl]-1,2,3,9-tetrahydro-4H-carbazol-4-one hydrochloride (5)via condensation with 2-methylimidazole,methylation withmethyl iodide.Compound 5 was obtained from cyclohexanone(2)by cyclization,oxidation and Mannich reaction.The overall yield was 10.4%.