N-[(2’r)-2’-deoxy-2’-fluoro-2’-methyl-p-phenyl-5’-uridylyl]-l-alanine 1-methylethyl ester and process for its production

摘要

Disclosed is the enantiomeric purification of (S)-2-[(S)-(4-nitro-phenoxy)-phenoxy-phosphorylamino]propionic acid isopropyl ester and its analogues as useful synthetic intermediates in the enantiomerically pure synthesis of sofosbuvir. Also disclosed are compounds of general formula C and C’, wherein R is a leaving group (LG’) selected from tosylate, camphorsulfonate, an aryloxide, or an aryloxide substituted with at least one electron withdrawing group, and preferably selected from p-nitrophenoxide, p-chlorophenoxide, o-chlorophenoxide, 2,4-dinitrophenoxide and pentafluorophenoxide.