Racemic IBVM4 was synthesized from (&)-5-aminobenzovesamicol (1)'by diazotization and reaction with potassium iodide (Scheme I). Reaction of (d=)-IBVM with (-)-(S)-a-methoxy-a- (trifluoromethy1) phenylacetyl (MTPA) chloride5 gave a mixture of the diastereomeric esters 2 and 4; separation of the esters was achieved by preparative TLC on silica gel after several developments with hexane/EtOAc (19/l). 6 Base hydrolysis of the MTPA esters provided ...
