197293-91-7

Upstream product

• 762-04-9 Diethyl phosphonate 
• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 100-52-7 benzaldehyde 

Downstream Products

• 42077-97-4 diethyl (S)-(-)-α-aminobenzylphosphonate 

Relevant academic research and scientific papers

Asymmetric addition of dialkyl phosphite and diamido phosphite anions to chiral, enantiopure sulfinimines: A new, convenient route to enantiomeric α-aminophosphonic acids

Lithium or sodium dialkyl phosphites and diamido phosphites 3 undergo addition to (+)-(S)-benzylidene-p-toluenesulfinamide 2 affording N-sulfinyl-α-aminophosphonates 4 in a diastereoisomeric ratio from 63:37 to 94:6. The major diastereoisomers formed in addition of lithium dimethyl phosphite 3a and lithium bis-diethylamido phosphite 3e to (+)-(S)-2 were separated and converted into enantiopure (+)-(R)- and (-)-(S)-α-aminobenzyl phosphonic acids 5, respectively.

Asymmetric synthesis of quaternary alpha-amino phosphonates using sulfinimines.

The addition of lithium diethylphosphonate to enantiopure ketosulfinimines is highly diastereoselective (>95%), affording the first examples of quaternary alpha-alkyl alpha-amino (arylmethyl)phosphonates.