335441-01-5

Upstream product

• 131543-46-9 Glyoxal 
• 335441-00-4 (1S,2R)-N,N'-Bis[(1-hydroxy-2-methyl-1-phenyl)ethyl]ethylene-d₄-diamine 
• 211555-92-9 N,N'-Bis-((1R,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-oxalamide 

Relevant academic research and scientific papers

Facile deuteration of chiral N,N'-substituted piperazines

The synthesis of four chiral N,N'-substituted piperazines stereoselectively labelled with deuterium atoms is described. The preparation was accomplished by reduction of norephedrine derived bisoxazolidines with LiAlD4 or BD3·THF to afford 2,3-d2-piperazine and 2,3-dimethyl-2,3-d2-piperazine, while 2,2,3,3-d4- and 2,2,3,3,5,6-d6-piperazine were obtained from a strategically deuterated hydroxyethylenediamine precursor using the same route. In all cases, deuteration of bisoxazolidines proceeded with trans stereoselectivity.