Alamifovir, LY-582563, MCC-478

阿拉氟韦Chemical Name: 2-[2-Amino-6-(4-methoxyphenylsulfanyl)-9H-purin-9-yl]ethoxymethylphosphonic acid bis(2,2,2-trifluoroethyl) diester
CAS No. 193681-12-8, 193681-35-5 (monoHCl)
项目整合开发状态: Phase I/II
项目研究机构: Mitsubishi Pharma (Originator), Lilly (Licensee)
合成路线:Phosphonate (III) was prepared by the Michaelis-Arbuzov reaction by heating a mixture of 2-chloroethyl chloromethyl ether (I) and tris(2,2,2-trifluoroethyl)phosphite (II) at 160 C.The chloroethoxy derivative (III) was then converted to the corresponding iodide (IV) by treatment with NaI under Finkelstein reaction conditions.Alkylation of 2-amino-6-chloropurine (V) with iodide (IV) in the presence of DBU furnished the phosphonyl purine (VI).The 6-chloro group of (VI) was finally displaced with p-methoxythiophenol (VII) in hot DMF,yielding the target thioether.