Pyrazine Chemistry. III. Synthesis and Stereochemistry of 1,4-Dimethyl and 1,4-Diacetyl Derivatives of 3,6-Dibenzylpiperazine-2,5-dione

Article abstract of DOI:10.1071/CH9842397

The trans- and (+/-)cis-isomers of 1,4-dimethyl-and 1,4-diacetyl-3,6-dibenzylpiperazine-2,5-dione were synthesized.The hydriodic acid reduction of 3,6-dibenzylidene-1,4-dimethylpiperazine-2,5-dione gave (+/-)-cis-3,6-dibenzyl-1,4-dimethylpiperazine-2,5-dione although this product has previously been assigned the trans-geometry.The unknown isolated from the permanganate oxidation of (+)-cis-1,4-diacetyl-3,6-dibenzylpiperazine-2,5-dione has been identified as the corresponding trans-isomer.