SYNTHESIS OF ]-(R,R)-1,2-DIAMINOCYCLOHEXANEOXALATOPLATINUM(II), [H-3(2)]-OXALIPLATIN

A synthesis of [H-3(2)]-(R, R)-1,2-diaminocyclohexaneoxalatoplatinum(I I), [H-3(2)-Oxaliplatin, 2, is described. rac-trans-4-Cyclohexene-1,2- dicarboxylic acid diethyl ester, 6, was converted to rac-trans-1,2-dia minocyclohex-4-ene, 7, by modification of known chemistry aimed at avo iding reported hazards. Resolution of the diamine, 7, with L-(+)-tarta ric acid afforded the (R,R)-1,2-diaminocyclohex-4-ene, 8, which was co nverted to the (R,R)-1,2-bis(tert-butoxycarbamino)cyclohex-4-ene, 10, and tritiated to yield 2)-(R,R)-1,2-bis(tert-butoxycarbamino)cyclohexa ne, 11. Hydrolysis of 11 afforded [H-3(2)]-(R,R)-1,2-diaminacyclohexan e, 12, which was converted to the desired ]-(R,R)-1,2-diaminocyclohexa neoxalatoplatinum(II), [H-3(2)]-Oxaliplatin, 2.