142176-68-9

Upstream product

• 1694-31-1 tert-butyl acetoacetate 
• 1517-82-4 (-)-menthyl p-toluenesulfinate 
• 142176-64-5 (+)(R) tert-butyl 3-oxo-4-(p-tolylsulfinyl)butyrate 

Downstream Products

• 110171-06-7 tert-butyl (R)-3-hydroxybutanoate 
• 163213-79-4 <3(S),S(R)> tert-butyl 3-(2-methoxyethoxymethoxy)-4-(p-tolylsulfinyl)butyrate 
• 163213-82-9 (+)-<3(S),S(R)>-tert-butyl 3-(2-methoxyethoxymethoxy)-4-oxo-5-(p-tolylsulfinyl)pentanoate 
• 163213-84-1 (-)-<3(S),S(S)>-tert-butyl 3-(2-methoxyethoxymethoxy)-4-oxo-5-(p-tolylsulfinyl)pentanoate 
• 163213-85-2 (-)-<3(S),4(R),S(S)>-tert-butyl 3-(2-methoxyethoxymethoxy)-4-hydroxy-5-(p-tolylsulfinyl)pentanoate 
• 163213-83-0 (+)-<3(S),4(S),S(R)>-tert-butyl 3-(2-methoxyethoxymethoxy)-4-hydroxy-5-(p-tolylsulfinyl)pentanoate 
• 163213-87-4 (+)-<3(S),4(S),S(R)>-tert-butyl 3-(2-methoxyethoxymethoxy)-4-(tert-butyldimethylsiloxy)-5-(p-tolylsulfinyl)pentanoate 

Relevant academic research and scientific papers

Asymmetric synthesis induced by chiral sulfoxides : 2-deoxy-sugars from β-ketoesters via malic acid.

Keywords : β-keto-γ-alkoxysulfoxides, syn and anti-1,2-diols, β-ketosulfoxides reduction, 2-deoxy-D-ribose, 2-deoxy-L-xylose, malic acid. The asymmetric synthesis of (S)-malic esters was carried out by reduction of β-ketosulfoxides derived from β-ketoeste

Asymmetric synthesis of both enantiomers of methyl and t-butyl 3-hydroxybutyrates monitored by optically active sulfoxides

Methyl and t-butyl (R) and (S) 3-hydroxybutyrates were prepared by stereoselective reduction of (R) 4-[p-tolylsulfinyl]-3-oxobutyrate, readily available in one step from (-)(S) menthyl p-toluene sulfinate.