174590-06-8

Upstream product

• 78-84-2 isobutyraldehyde 
• 188447-91-8 (S)-p-toluenesulfinimide 
• 6873-55-8 p-tolylsulfinyl amide 

Downstream Products

• 868056-43-3 (2S,(S)S)-N-(p-tolylsulfinyl)-1-nitro-3-methylbutan-2-amine 
• 1070900-69-4 (S)-N-{(1R,2E)-1-isopropyl-2-[(S)-(4-methylphenyl)sulfinyl]penta-2,4-dien-1-yl}-4-methylbenzenesulfinamide 
• 596823-44-8 (+)-methyl [(2S,4S,5R,S_S)-2-phenyl-5-(i-propyl)-1-(p-tolylsulfinyl)-1,3-imidazolidin-4-yl]carboxylate 
• 887113-30-6 4-Methyl-benzenesulfinic acid ((S)-1-[1,3]dithian-2-yl-2-methyl-propyl)-amide 

Relevant academic research and scientific papers

Stereoselective synthesis of β-amino acid derivatives by asymmetric mannich reaction in flow

A continuous flow synthesis of β-amino acid derivatives has been demonstrated using an asymmetric Mannich reaction. An enolate of tert-butyl acetate was successfully prepared in 10s at room temperature in a flow reactor, and the desired β-amino acid derivatives were stereoselectively obtained within a short residence time (40 s) in moderate-to-good yields. Sequential Nalkylation of the Mannich product in the flow reactor was also achieved in the presence of DMPU that provided N-alkylated β-amino acid derivatives in good yields.

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.

Facile synthesis of optically pure 1,2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines

(Figure presented) A concise high-yielding route to synthetically useful 1,2-diaryl (and 1-alkyl-2-aryl) ethyl and propylamines in high enantiomeric purity is described. The key step of this route is the completely stereoselective addition of lithium (R)-ortho-(p-toluenesulfinyl)benzylic carbanions to (S).N.p-toluenesulfinylimines, which takes place in very high or quantitative yields. N-Desulfinyiation and C-desulfinylation of the resulting adducts can be achieved with no loss of optical purity employing conventional methods (TFA and Raney-Ni, respectively).