868056-35-3

Upstream product

• 75-52-5 nitromethane 
• 350479-90-2 (S,E)-N-benzylidene-4-methylbenzenesulfinamide 
• 153277-49-7 (S)-N-benzylidene-4-toluenesulfinamide 

Downstream Products

• 1006713-04-7 methyl 5-phenyl-5-N-(p-tolylsulfinyl)amino-4-nitro-3-trifluoromethyl-pentanate 
• 1006713-00-3 (5S,4S,(S)S)-ethyl 5-phenyl-5-N-(p-tolylsulfinyl)amino-4-nitro-pentanate 
• 1006712-99-7 (5S,4R,(S)S)-ethyl 5-phenyl-5-N-(p-tolylsulfinyl)amino-4-nitro-pentanate 

Relevant academic research and scientific papers

Asymmetric aza-Henry reactions from N-p-tolylsulfinylimines

(Chemical Equation Presented) N-Sulfinylimines derived from aromatic or aliphatic aldehydes and ketones react with nitromethane and NaOH in a highly diastereoselective manner under mild conditions. In the presence of TBAF, the reaction rates are strongly increased and the stereoselectivity is inverted. This method provides enantiomerically pure β-nitroamines derived from enolizable aldimines and ketimines, which so far are hardly accessible by aza-Henry reactions.

An efficient method for the synthesis of nitropiperidones

(Chemical Equation Presented) A three step efficient strategy for the synthesis of substituted 5-nitropiperidones in high de, employing Michael addition of N-p-tolylsulfinyl β-nitroamines to α,β-unsaturated esters, hydrolysis of the sulfinyl group, and cyclization of the resulting free amines, has been developed. A very simple experimental procedure involving mild conditions and only one chromatographic purification are the main features of the process.