318471-67-9

Upstream product

• 122-00-9 para-methylacetophenone 
• 188447-91-8 (S)-p-toluenesulfinimide 

Downstream Products

• 350479-87-7 (S_S,R)-(+)-O,O-dimethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)-ethylphosphonate 
• 866993-33-1 [2S,3S,(S)S]-N-{2-(4-methylphenyl)-3-[(S)-2-(p-toluenesulfinyl)phenyl]butyl}-p-toluenesulfinamide 
• 350479-89-9 (-)-N,N-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethylphosphamide 
• 866993-54-6 (2S,3S)-2-(4-methylphenyl)-3-[(S)-2-(p-toluenesulfinyl)phenyl]butyl-2-amine 
• 350479-84-4 (R)-(+)-(1-amino-1-p-tolylethyl)phosphonic acid 
• 122-00-9 para-methylacetophenone 
• 350479-75-3 (S_S,R)-(-)-O,O-diethyl N-(p-toluenesulfinyl)-1-amino-1-(p-tolyl)ethyl-phosphonate 

Relevant academic research and scientific papers

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.

Applications of the sulfinimine-mediated asymmetric strecker synthesis to the synthesis of α-alkyl α-amino acids

Addition of Et2AlCN and i-PrOH to ketosulfinimines (N-sulfinyl imines) affords corresponding α-alkyl α-amino nitriles in moderate to good yields. The diastereoselectivity is largely dependent on the E/Z isomer ratio of the ketosulfinimine. Hydrolysis of the diastereomerically pure amino nitriles affords enantiopure α-alkyl α-amino acids in moderate to good yields.