-药物合成数据库

【药物名称】

化学结构式(Chemical Structure):

参考文献No.	488736
标题:	Structure-activity relationships of a series of benzothiophene-derived NPY Y1 antagonists: Optimization of the C-2 side chain
作者:	Britton, T.C.; Spinazze, P.G.; Hipskind, P.A.; Zimmerman, D.M.; Zarrinmayeh, H.; Schober, D.A.; Gehlert, D.R.; Bruns, R.F.
来源:	Bioorg Med Chem Lett 1999,9(3),475

合成路线图解说明: Coupling of benzothiopheneacetic acid (I) with 4-(dimethylamino)piperidine (II) employing CDI afforded the corresponding amide (III), which was reduced to amine (IV) by means of Red-Al(R). Lithiation at position 2 of (IV) upon treatment with n-BuLi in THF at -78 C, and subsequent quenching with DMF provided aldehyde (V). This was reduced to alcohol (VI) using NaBH4 in EtOH. Finally, coupling of (VI) with aryl fluoride (VII) in the presence of NaH in DMF gave rise to the target ether.