155836-79-6Relevant articles and documents
Enantioconvergent synthesis of (-)-(2R,5S)-1-allyl-2,5-dimethylpiperazine, an intermediate to δ-opioid receptor ligands
Janetka, James W.,Furness, M. Scott,Zhang, Xiaoyan,Coop, Andrew,Folk, John E.,Mattson, Mariena V.,Jacobson, Arthur E.,Rice, Kenner C.
, p. 3976 - 3980 (2007/10/03)
A convenient, high-yield enantioconvergent synthesis of (-)-1-allyl-(2S,5R)-dimethylpiperazine from trans-2,5-dimethylpiperazine has been developed. This compound is an important intermediate in the synthesis of Δ-opioid receptor ligands. The process allows for the laboratory preparation of 100 g quantities of this enantiomerically pure diamine without chromatography. The key steps in the sequence were an efficient optical resolution using relatively inexpensive resolving agents, followed by interconversion of the unwanted (+)-enantiomer into the desired (-)-enantiomer.