249611-16-3

Upstream product

• 100-52-7 benzaldehyde 
• 249611-03-8 (2R,4S,5R)-Methyl 3-(2-anilinoacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate 
• 249610-98-8 (2R,4S,5R)-(+)-Methyl 3-(2-chloroacetyl)-5-methyl-2-phenyl-1,3-oxazolidine-4-carboxylate 
• 62-53-3 aniline 
• 249611-11-8 (1R,3R,8aS)-(-)-1-Methyl-3,7-diphenyl-1,6,7,8a-tetrahydro[1,3]oxazolo[3,4-a]pyrazine-5,8-dione 

Downstream Products

• 361569-24-6 (+)-1-[(2R)-1-benzyl-4-phenylpiperazin-2-yl]ethan-1-one 
• 361569-37-1 (R)-(+)-1-benzyl-4-phenyl-2-[(S)-1-(pyrrolidin-1-yl)ethyl]piperazine 

Relevant academic research and scientific papers

A facile synthesis of enantiomerically pure 1-(piperazin-2-yl)ethan-1-ol derivatives from (2s,3r)-threonine

Starting from the proteinogenic amino acid (2S,3R)-threonine (4) a novel method for the preparation of enantiomerically pure 1-(1-benzylpiperazin-2- yl)ethan-1-ols with various substituents in position 4 (15 - 20) is described. The sequence involves as key step the LiAlH4 reduction of the bicyclic piperazinediones 11a,b-14a,b which establishes the 1-benzyl protective group and simultaneously liberates the 1-hydroxyethyl side chain for further transformations.