【摘要】 目的研究偏头痛治疗药依来曲普坦的合成工艺。方法以5-溴吲哚为原料,经傅克酰化、LiAlH4还原、TBSCl保护、Heck反应及Pd/C还原共5步反应制得目标化合物。结果与结论目标化合物的结构经MS、1H-NMR和13C-NMR谱确证。新合成路线反应条件温和、后处理简单、总收率达64%,适合工业化生产。更多还原

【Abstract】 Eletriptan is a selective 5-hydroxytryptamine 1B /1D receptor agonist in the treatment of migraine.The target compound w as synthesized form 5-bromoindole via a four-step reaction w ith an overall yield of11% in the literature. Due to the low yield,an improved synthetic method w ere designed based on the public patent literature. 5-Bromoindole w as used as starting materials to give target compound via acylation w ith NCbz-D-proline acid chloride,reduction w ith LiAlH4,treatment with TBSCl to afford the protected indole,follow ed by Heck reaction w ith phenylvinylsulphone,then deprotection and catalytic hydrogenation. The target compound w as characterized by MS,1H-NMR,13C-NMR and the total yield w as 64%. In comparison w ith the reported procedure,this synthetic route has the advantage of easy operation,low cost and suitable for large scale manufacture.更多还原