新产品编号:747213
Chemical Name: 1-(4-Fluorophenyl)-2-[4-(phenylsulfonyl)piperidin-1-yl]ethanone
CAS No. 285994-99-2
项目整合开发状态: Preclinical
项目研究机构: Merck Sharp & Dohme (Originator)
合成路线:The (phenylsulfanyl)piperidine (III) was obtained by condensation of N-Boc-4-piperidinol (I) with diphenyl disulfide (II) in the presence of tributylphosphine.Subsequent oxidation of sulfide (III) to the corresponding sulfone (IV) was achieved using oxone?on wet alumina.Deprotection of the N-Boc-piperidine (IV) with HCl afforded piperidine (V),which was finally alkylated with 2-bromo-4'-fluoroacetophenone (VI) to furnish the title N-phenacyl piperidine.
📌 参考资料/链接：
参考文献标题:Phenylsulphonyl derivs.as 5-HT receptor ligands
文献作者:Macleod,A.M.; Blurton,P.; Fletcher,S.R.; Van Niel,M.B.; Burkamp,F.; Cheng,S.K.-F.(Merck Sharp & Dohme Ltd.)
参考来源:EP 1147083; WO 0043362
📄 详细内容
合成路线:The (phenylsulfanyl)piperidine (III) was obtained by condensation of N-Boc-4-piperidinol (I) with diphenyl disulfide (II) in the presence of tributylphosphine.Subsequent oxidation of sulfide (III) to the corresponding sulfone (IV) was achieved using oxone?on wet alumina.Deprotection of the N-Boc-piperidine (IV) with HCl afforded piperidine (V),which was finally alkylated with 2-bromo-4'-fluoroacetophenone (VI) to furnish the title N-phenacyl piperidine.
参考文献标题:4-(Phenylsulfonyl)piperidines: Novel,selective,and biovailable 5-HT2A receptor antagonists
文献作者:Fletcher,S.R.; Burkamp,F.; Blurton,P.; Cheng,S.K.; Clarkson,R.; O'Connor,D.; Spinks,D.; Tudge,M.; van Niel,M.B.; Patel,S.; Chapman,K.; Marwood,R.; Shepheard,S.; Bentley,G.; Cook,G.P.; Bristow,L.J.; Castro,J.L.; Hutson,P.H.; et al.
参考来源:J Med Chem 2002,45(2),492